Silver-Catalyzed 7-exo-dig Cyclization of Silylenolether-ynesulfonamides

Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7‐exo‐dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic framewor...

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Published in:	Angewandte Chemie International Edition Vol. 55; no. 17; pp. 5170 - 5174
Main Authors:	Heinrich, Clément F., Fabre, Indira, Miesch, Laurence
Format:	Journal Article
Language:	English
Published:	Germany Blackwell Publishing Ltd 18-04-2016 Wiley Subscription Services, Inc Wiley-VCH Verlag
Edition:	International ed. in English
Subjects:	Ambient temperature Catalysis Chemical Sciences cyclizations heterocycles Silver structure elucidation Substrates synthetic methods Temperature effects cyclizations silver structure elucidation heterocycles synthetic methods
Online Access:	Get full text
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Abstract	Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7‐exo‐dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks. Dig this! Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7‐exo‐dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks.
AbstractList	Cyclization of silylenolether-ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7-exo-dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks. Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7‐exo‐dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks. Dig this! Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7‐exo‐dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks. Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were obtained exclusively through 7 ‐exo‐ dig reactions. The protocol is applicable to a wide range of substrates, thus leading to azabicyclic frameworks.
Author	Fabre, Indira Miesch, Laurence Heinrich, Clément F.
Author_xml	– sequence: 1 givenname: Clément F. surname: Heinrich fullname: Heinrich, Clément F. organization: Laboratoire de Chimie Organique Synthétique, Institut de Chimie, 1, rue Blaise Pascal, BP296/R8, 67008, Strasbourg, France – sequence: 2 givenname: Indira surname: Fabre fullname: Fabre, Indira organization: Département de Chimie, Ecole Normale Supérieure-PSL Research University, Sorbonne Universités-UPMC Univ Paris 06, CNRS UMR 8640 PASTEUR, 24, rue Lhomond, 75005, Paris, France – sequence: 3 givenname: Laurence surname: Miesch fullname: Miesch, Laurence email: lmiesch@unistra.fr organization: Laboratoire de Chimie Organique Synthétique, Institut de Chimie, 1, rue Blaise Pascal, BP296/R8, 67008, Strasbourg, France
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Cites_doi	10.1021/ol4013298 10.1016/j.tet.2004.01.042 10.1002/adsc.201400356 10.1055/s-2007-982562 10.1021/ol0473391 10.1002/anie.201310146 10.1002/chem.201100423 10.1021/ol201041h 10.1002/anie.200907078 10.1002/anie.200905817 10.1002/adsc.201300148 10.1002/chem.200901702 10.1021/ol503623m 10.1002/ange.201004647 10.1021/om101129b 10.1002/chem.201403040 10.1021/ol703077g 10.1002/chem.200802309 10.1021/ol017298y 10.1055/s-2002-33646 10.1021/ol802047g 10.1002/chem.201501075 10.1021/ol801711p 10.1021/ol400338x 10.1002/ange.201310146 10.1002/chem.201102880 10.1002/chem.201402015 10.1002/chem.201301595 10.1021/ol053100o 10.1002/anie.201004647 10.1002/masy.200900035 10.1021/ar400193g 10.1002/chem.200800210 10.1002/adsc.201400572 10.1021/ol049530g 10.1021/ol101860j 10.1002/ange.200905817 10.1021/ol049827e 10.1016/j.tet.2005.11.092 10.1002/anie.200602270 10.1002/chem.201200116 10.1002/anie.200503484 10.1021/cr100003s 10.1021/ol020097p 10.1002/anie.201300265 10.1016/j.tet.2008.11.108 10.1021/ol802477d 10.1002/ange.201304186 10.1021/ja4047069 10.1039/c2dt12373h 10.1016/j.tet.2005.11.083 10.1002/chem.201405965 10.1002/ange.200602270 10.1007/s10870-006-9104-6 10.1002/chem.201301599 10.1002/ange.200907078 10.1002/ange.200503484 10.1016/j.jorganchem.2008.11.054 10.1021/ol4007629 10.1002/chem.200601324 10.1002/anie.201304186 10.1002/ange.201300265
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References	T. Nishimura, Y. Takigushi, Y. Maeda, T. Hayashi, Adv. Synth. Catal. 2013, 355, 1374 A. S. K. Hashmi, Angew. Chem. Int. Ed. 2010, 49, 5232 Y. Zhang, R. P. Hsung, X. Zhang, J. Huang, B. W. Slafer, A. Davis, Org. Lett. 2005, 7, 1047; for copper, see A. S. K. Hashmi, R. Salathé, W. Frey, Synlett 2007, 1763 T. Wang, S. Shi, M. M. Hansmann, E. Rettenmeier, M. Rudolph, A. S. K. Hashmi, Angew. Chem. Int. Ed. 2014, 53, 3715 K. Dooleweerdt, T. Ruhland, T. Skrydstrup, Org. Lett. 2009, 11, 221 Y. Zhang, R. P. Hsung, M. R. Tracey, K. C. M. Kurtz, E. L. Vera, Org. Lett. 2004, 6, 1151. Angew. Chem. 2010, 122, 2902 W. Gati, F. Couty, T. Boubaker, M. M. Rammah, M. B. Rammah, G. Evano, Org. Lett. 2013, 15, 3122; for rhodium, see A. S. K. Hashmi, M. Rudolph, J. W. Bats, W. Frey, F. Rominger, T. Oeser, Chem. Eur. J. 2008, 14, 6672 Angew. Chem. 2006, 118, 1123 A. K. Buzas, F. M. Istrate, F. Gagosz, Tetrahedron 2009, 65, 1889 F. Marion, J. Coulomb, A. Servais, C. Courillon, L. Fensterbank, M. Malacria, Tetrahedron 2006, 62, 3856; For gold, see H. Wakamatsu, M. Sakagami, M. Hanata, M. Takeshita, M. Mori, Macromol. Symp. 2010, 293, 5; For HNTf2, see J. Huang, H. Xiong, R. P. Hsung, C. Rameshkumar, J. A. Mulder, T. P. Grebe, Org. Lett. 2002, 4, 2417 N. Ghosh, S. Nayak, A. K. Sahoo, Chem. Eur. J. 2013, 19, 9428 R. L. Greenaway, C. D. Campbell, O. T. Holton, C. A. Russell, E. A. Anderson, Chem. Eur. J. 2011, 17, 14366 R. Liu, G. N. Winston-McPherson, Z. Y. Yang, X. Zhou, W. Song, I. A. Guzei, X. Xu, W. Tang, J. Am. Chem. Soc. 2013, 135, 8201; for silver, see D. Pflästerer, S. Schumacher, M. Rudolph, A. S. K. Hashmi, Chem. Eur. J. 2015, 21, 11585. A. Buzas, F. Gagosz, Org. Lett. 2006, 8, 515 T. Wang, S. Shi, M. Rudolph, A. S. K. Hashmi, Adv. Synth. Catal. 2014, 356, 2337. M. C. Blanco Jaimes, V. Weingand, F. Rominger, A. S. K. Hashmi, Chem. Eur. J. 2013, 19, 12504 A. S. K. Hashmi, T. Dondeti Ramamurthi, F. Rominger, J. Organomet. Chem. 2009, 694, 592 C. Ferrer, C. H. M. Amijs, A. M. Echavarren, Chem. Eur. J. 2007, 13, 1358 C. Ferrer, A. M. Echavarren, Angew. Chem. Int. Ed. 2006, 45, 1105 H. Ito, H. Ohmiya, M. Sawamura, Org. Lett. 2010, 12, 4380 Angew. Chem. 2010, 122, 10087 J. Liu, M. Chen, L. Zhang, Y. Liu, Chem. Eur. J. 2015, 21, 1009 L. Miesch, T. Welsch, V. Rietsch, M. Miesch, Chem. Eur. J. 2009, 15, 4394. D. R. Whitcomb, M. Rajeswaran, J. Chem. Crystallogr. 2006, 36, 587. G. Evano, A. Coste, K. Jouvin, Angew. Chem. Int. Ed. 2010, 49, 2840 Angew. Chem. 2006, 118, 6878 K. A. DeKorver, H. Li, A. G. Lohse, R. Hayashi, Z. Lu, Y. Zhang, R. P. Hsung, Chem. Rev. 2010, 110, 5064 T. Iwai, H. Okochi, H. Ito, M. Sawamura, Angew. Chem. Int. Ed. 2013, 52, 4239 G. Y. Lin, C. W. Li, S. H. Hung, R. S. Liu, Org. Lett. 2008, 10, 5059 X. E. Hu, Tetrahedron 2004, 60, 2701. D. Pflästerer, E. Rettenmeier, S. Schneider, E. de Las Heras Ruiz, M. Rudoplh, A. S. K. Hashmi, Chem. Eur. J. 2014, 20, 6752 A. Szadkowska, K. Zukowska, A. E. Pazio, K. Wozniak, R. Kadyrov, K. Greta, Organometallics 2011, 30, 1130 Y. Tokimizu, M. Wieteck, M. Rudolph, S. Oishi, N. Fujii, A. S. K. Hashmi, H. Ohno, Org. Lett. 2015, 17, 604; for palladium, see N. Saito, Y. Sato, M. Mori, Org. Lett. 2002, 4, 803 H. V. Adcock, T. Langer, P. W. Davies, Chem. Eur. J. 2014, 20, 7262 D. Enders, M. Voith, S. J. Ince, Synthesis 2002, 1775 P. Y. Yao, Y. Zhang, R. P. Hsung, K. Zhao, Org. Lett. 2008, 10, 4275 F. Marion, J. Coulomb, C. Courillon, L. Fensterbank, M. Malacria, Org. Lett. 2004, 6, 1509 K. B. Wang, R. Q. Ran, S. D. Xiu, C. Y. Li, Org. Lett. 2013, 15, 2374 F. M. Istrate, A. K. Buzas, I. D. Jurberg, Y. Odabachian, F. Gagosz, Org. Lett. 2008, 10, 925 X. N. Wang, H. S. Yeom, L. C. Fang, S. He, Z. X. Ma, B. L. Kedrowski, R. P. Hsung, Acc. Chem. Res. 2014, 47, 560. G. Evano, K. Jouvin, A. Coste, Synthesis 2013, 17 Angew. Chem. 2013, 125, 4333 Angew. Chem. 2010, 122, 5360. S. Couty, C. Meyer, J. Cossy, Angew. Chem. Int. Ed. 2006, 45, 6726 K. Wilckens, M. Uhlemann, C. Czekelius, Chem. Eur. J. 2009, 15, 13323 C. Schäfer, M. Miesch, L. Miesch, Chem. Eur. J. 2012, 18, 8028. G. Liu, W. Kong, J. Che, G. Zhu, Adv. Synth. Catal. 2014, 356, 3314; For ruthenium, see T. Sueda, A. Kawada, Y. Urashi, N. Teno, Org. Lett. 2013, 15, 1560. P. R. Walker, C. D. Campbell, A. Suleman, G. Carr, E. A. Anderson, Angew. Chem. Int. Ed. 2013, 52, 9139 P. Garcia, Y. Harrak, L. Diab, P. Cordier, C. Ollivier, V. Gandon, M. Malacria, L. Fensterbank, C. Aubert, Org. Lett. 2011, 13, 2952 Angew. Chem. 2013, 125, 9309 Angew. Chem. 2014, 126, 3789 A. Tanakit, M. Rouffet, D. P. Martin, S. M. Cohen, Dalton Trans. 2012, 41, 6507. M. Mori, H. Wakamatsu, N. Saito, Y. Sato, R. Narita, Y. Sato, R. Fujita, Tetrahedron 2006, 62, 3872 C. W. Li, K. Pati, G. Y. Lin, S. M. Abu Sohel, H. H. Hung, R. S. Liu, Angew. Chem. Int. Ed. 2010, 49, 9891 A. S. K. Hashmi, A. M. Schuster, M. Zimmer, F. Rominger, Chem. Eur. J. 2011, 17, 5511 2014 2014; 53 126 2010; 12 2015; 17 2009; 65 2004; 60 2006; 36 2008; 14 2006; 8 2009; 694 2011; 30 2014; 47 2004; 6 2007 2002; 4 2010 2010; 49 122 2008; 10 2011; 13 2012; 18 2002 2011; 17 2014; 356 2007; 13 2013 2013; 52 125 2014; 20 2013; 19 2006 2006; 45 118 2009; 11 2013; 15 2006; 62 2015; 21 2010; 110 2005; 7 2013; 355 2013; 135 2010; 293 2013 2009; 15 2012; 41 e_1_2_2_24_2 e_1_2_2_6_1 e_1_2_2_22_2 e_1_2_2_49_2 e_1_2_2_20_2 e_1_2_2_2_2 e_1_2_2_62_2 e_1_2_2_41_2 e_1_2_2_64_2 e_1_2_2_8_2 e_1_2_2_28_2 e_1_2_2_43_2 e_1_2_2_66_2 e_1_2_2_43_3 e_1_2_2_66_1 e_1_2_2_26_2 e_1_2_2_45_2 e_1_2_2_68_2 e_1_2_2_24_3 e_1_2_2_47_1 e_1_2_2_60_1 e_1_2_2_13_2 e_1_2_2_36_2 e_1_2_2_38_1 e_1_2_2_59_1 e_1_2_2_11_2 e_1_2_2_51_1 e_1_2_2_19_2 e_1_2_2_30_2 e_1_2_2_53_1 e_1_2_2_17_2 e_1_2_2_32_2 e_1_2_2_55_1 e_1_2_2_15_2 e_1_2_2_34_2 e_1_2_2_13_3 e_1_2_2_57_1 e_1_2_2_70_1 e_1_2_2_3_2 e_1_2_2_48_1 e_1_2_2_3_3 e_1_2_2_23_2 e_1_2_2_69_2 e_1_2_2_5_2 e_1_2_2_21_2 e_1_2_2_1_1 e_1_2_2_40_2 e_1_2_2_61_2 e_1_2_2_65_1 e_1_2_2_29_2 e_1_2_2_42_2 e_1_2_2_63_2 e_1_2_2_7_2 e_1_2_2_67_1 e_1_2_2_27_2 e_1_2_2_44_2 Evano G. 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References_xml	– start-page: 1763 year: 2007 publication-title: Synlett – volume: 14 start-page: 6672 year: 2008 publication-title: Chem. Eur. J. – volume: 21 start-page: 1009 year: 2015 publication-title: Chem. Eur. J. – volume: 293 start-page: 5 year: 2010 publication-title: Macromol. Symp. – volume: 10 start-page: 925 year: 2008 publication-title: Org. Lett. – volume: 19 start-page: 9428 year: 2013 publication-title: Chem. Eur. J. – volume: 6 start-page: 1509 year: 2004 publication-title: Org. Lett. – volume: 12 start-page: 4380 year: 2010 publication-title: Org. Lett. – volume: 110 start-page: 5064 year: 2010 publication-title: Chem. Rev. – volume: 20 start-page: 7262 year: 2014 publication-title: Chem. Eur. J. – volume: 15 start-page: 2374 year: 2013 publication-title: Org. Lett. – volume: 36 start-page: 587 year: 2006 publication-title: J. Chem. Crystallogr. – volume: 355 start-page: 1374 year: 2013 publication-title: Adv. Synth. Catal. – volume: 15 start-page: 1560 year: 2013 publication-title: Org. Lett. – volume: 62 start-page: 3872 year: 2006 publication-title: Tetrahedron – volume: 15 start-page: 3122 year: 2013 publication-title: Org. Lett. – volume: 694 start-page: 592 year: 2009 publication-title: J. Organomet. Chem. – volume: 65 start-page: 1889 year: 2009 publication-title: Tetrahedron – volume: 47 start-page: 560 year: 2014 publication-title: Acc. Chem. Res. – volume: 21 start-page: 11585 year: 2015 publication-title: Chem. Eur. J. – volume: 17 start-page: 604 year: 2015 publication-title: Org. Lett. – volume: 13 start-page: 1358 year: 2007 publication-title: Chem. Eur. J. – volume: 15 start-page: 4394 year: 2009 publication-title: Chem. Eur. J. – volume: 4 start-page: 2417 year: 2002 publication-title: Org. Lett. – volume: 62 start-page: 3856 year: 2006 publication-title: Tetrahedron – start-page: 17 year: 2013 publication-title: Synthesis – volume: 60 start-page: 2701 year: 2004 publication-title: Tetrahedron – volume: 13 start-page: 2952 year: 2011 publication-title: Org. Lett. – volume: 7 start-page: 1047 year: 2005 publication-title: Org. Lett. – volume: 17 start-page: 5511 year: 2011 publication-title: Chem. Eur. J. – volume: 52 125 start-page: 4239 4333 year: 2013 2013 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 356 start-page: 3314 year: 2014 publication-title: Adv. Synth. Catal. – volume: 53 126 start-page: 3715 3789 year: 2014 2014 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 49 122 start-page: 2840 2902 year: 2010 2010 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 8 start-page: 515 year: 2006 publication-title: Org. Lett. – volume: 356 start-page: 2337 year: 2014 publication-title: Adv. Synth. Catal. – volume: 15 start-page: 13323 year: 2009 publication-title: Chem. Eur. J. – volume: 20 start-page: 6752 year: 2014 publication-title: Chem. Eur. J. – volume: 30 start-page: 1130 year: 2011 publication-title: Organometallics – volume: 45 118 start-page: 1105 1123 year: 2006 2006 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 49 122 start-page: 5232 5360 year: 2010 2010 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 45 118 start-page: 6726 6878 year: 2006 2006 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 11 start-page: 221 year: 2009 publication-title: Org. Lett. – volume: 17 start-page: 14366 year: 2011 publication-title: Chem. Eur. J. – volume: 135 start-page: 8201 year: 2013 publication-title: J. Am. Chem. Soc. – volume: 6 start-page: 1151 year: 2004 publication-title: Org. Lett. – volume: 4 start-page: 803 year: 2002 publication-title: Org. Lett. – volume: 10 start-page: 4275 year: 2008 publication-title: Org. Lett. – volume: 52 125 start-page: 9139 9309 year: 2013 2013 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 10 start-page: 5059 year: 2008 publication-title: Org. Lett. – volume: 18 start-page: 8028 year: 2012 publication-title: Chem. Eur. J. – volume: 49 122 start-page: 9891 10087 year: 2010 2010 publication-title: Angew. Chem. Int. Ed. Angew. Chem. – volume: 19 start-page: 12504 year: 2013 publication-title: Chem. Eur. J. – start-page: 1775 year: 2002 publication-title: Synthesis – volume: 41 start-page: 6507 year: 2012 publication-title: Dalton Trans. – ident: e_1_2_2_32_2 doi: 10.1021/ol4013298 – ident: e_1_2_2_50_2 doi: 10.1016/j.tet.2004.01.042 – ident: e_1_2_2_64_2 doi: 10.1002/adsc.201400356 – ident: e_1_2_2_9_2 doi: 10.1055/s-2007-982562 – ident: e_1_2_2_30_2 doi: 10.1021/ol0473391 – ident: e_1_2_2_54_1 – ident: e_1_2_2_18_2 doi: 10.1002/anie.201310146 – ident: e_1_2_2_31_2 doi: 10.1002/chem.201100423 – ident: e_1_2_2_38_1 – ident: e_1_2_2_36_2 doi: 10.1021/ol201041h – ident: e_1_2_2_66_1 doi: 10.1002/anie.200907078 – ident: e_1_2_2_3_2 doi: 10.1002/anie.200905817 – ident: e_1_2_2_33_2 doi: 10.1002/adsc.201300148 – ident: e_1_2_2_41_2 doi: 10.1002/chem.200901702 – ident: e_1_2_2_20_2 doi: 10.1021/ol503623m – ident: e_1_2_2_13_3 doi: 10.1002/ange.201004647 – ident: e_1_2_2_68_2 doi: 10.1021/om101129b – ident: e_1_2_2_17_2 doi: 10.1002/chem.201403040 – ident: e_1_2_2_10_2 doi: 10.1021/ol703077g – ident: e_1_2_2_47_1 doi: 10.1002/chem.200802309 – ident: e_1_2_2_26_2 doi: 10.1021/ol017298y – ident: e_1_2_2_49_2 doi: 10.1055/s-2002-33646 – ident: e_1_2_2_35_2 doi: 10.1021/ol802047g – ident: e_1_2_2_45_2 doi: 10.1002/chem.201501075 – ident: e_1_2_2_21_2 doi: 10.1021/ol801711p – ident: e_1_2_2_37_2 doi: 10.1021/ol400338x – start-page: 17 year: 2013 ident: e_1_2_2_4_2 publication-title: Synthesis contributor: fullname: Evano G. – ident: e_1_2_2_18_3 doi: 10.1002/ange.201310146 – ident: e_1_2_2_23_2 doi: 10.1002/chem.201102880 – ident: e_1_2_2_44_2 doi: 10.1002/chem.201402015 – ident: e_1_2_2_58_1 – ident: e_1_2_2_55_1 – ident: e_1_2_2_16_2 doi: 10.1002/chem.201301595 – ident: e_1_2_2_52_1 – ident: e_1_2_2_6_1 – ident: e_1_2_2_60_1 – ident: e_1_2_2_61_2 doi: 10.1021/ol053100o – ident: e_1_2_2_13_2 doi: 10.1002/anie.201004647 – ident: e_1_2_2_29_2 doi: 10.1002/masy.200900035 – ident: e_1_2_2_5_2 doi: 10.1021/ar400193g – ident: e_1_2_2_11_2 doi: 10.1002/chem.200800210 – ident: e_1_2_2_25_2 doi: 10.1002/adsc.201400572 – ident: e_1_2_2_7_2 doi: 10.1021/ol049530g – ident: e_1_2_2_1_1 – ident: e_1_2_2_57_1 – ident: e_1_2_2_42_2 doi: 10.1021/ol101860j – ident: e_1_2_2_3_3 doi: 10.1002/ange.200905817 – ident: e_1_2_2_51_1 doi: 10.1021/ol049827e – ident: e_1_2_2_8_2 doi: 10.1016/j.tet.2005.11.092 – ident: e_1_2_2_12_2 doi: 10.1002/anie.200602270 – ident: e_1_2_2_46_1 doi: 10.1002/chem.201200116 – ident: e_1_2_2_65_1 – ident: e_1_2_2_48_1 – ident: e_1_2_2_39_2 doi: 10.1002/anie.200503484 – ident: e_1_2_2_2_2 doi: 10.1021/cr100003s – ident: e_1_2_2_27_2 doi: 10.1021/ol020097p – ident: e_1_2_2_43_2 doi: 10.1002/anie.201300265 – ident: e_1_2_2_62_2 doi: 10.1016/j.tet.2008.11.108 – ident: e_1_2_2_22_2 doi: 10.1021/ol802477d – ident: e_1_2_2_24_3 doi: 10.1002/ange.201304186 – ident: e_1_2_2_34_2 doi: 10.1021/ja4047069 – ident: e_1_2_2_69_2 doi: 10.1039/c2dt12373h – ident: e_1_2_2_28_2 doi: 10.1016/j.tet.2005.11.083 – ident: e_1_2_2_56_1 – ident: e_1_2_2_19_2 doi: 10.1002/chem.201405965 – ident: e_1_2_2_53_1 – ident: e_1_2_2_12_3 doi: 10.1002/ange.200602270 – ident: e_1_2_2_70_1 doi: 10.1007/s10870-006-9104-6 – ident: e_1_2_2_14_2 doi: 10.1002/chem.201301599 – ident: e_1_2_2_59_1 – ident: e_1_2_2_67_1 – ident: e_1_2_2_66_2 doi: 10.1002/ange.200907078 – ident: e_1_2_2_39_3 doi: 10.1002/ange.200503484 – ident: e_1_2_2_63_2 doi: 10.1016/j.jorganchem.2008.11.054 – ident: e_1_2_2_15_2 doi: 10.1021/ol4007629 – ident: e_1_2_2_40_2 doi: 10.1002/chem.200601324 – ident: e_1_2_2_24_2 doi: 10.1002/anie.201304186 – ident: e_1_2_2_43_3 doi: 10.1002/ange.201300265
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Snippet	Cyclization of silylenolether‐ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were... Cyclization of silylenolether-ynesulfonamides proceeds at ambient temperature under mild reaction conditions under silver catalysis. Bridged compounds were...
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SubjectTerms	Ambient temperature Catalysis Chemical Sciences cyclizations heterocycles Silver structure elucidation Substrates synthetic methods Temperature effects
Title	Silver-Catalyzed 7-exo-dig Cyclization of Silylenolether-ynesulfonamides
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