Asymmetric Hydrophosphonylation of Aldehydes using a Cinchona-Diaminomethylenemalononitrile Organocatalyst

For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile‐based hydrogen‐bonding donor catalyst is presented. The catalyst induces high yields and excellent enantioselectivities (up to 98% yield, 96% ee).

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Published in:	Advanced synthesis & catalysis Vol. 357; no. 18; pp. 3863 - 3867
Main Authors:	Hirashima, Shin-ichi, Arai, Ryoga, Nakashima, Kosuke, Kawai, Nobuaki, Kondo, Junko, Koseki, Yuji, Miura, Tsuyoshi
Format:	Journal Article
Language:	English
Published:	Weinheim WILEY-VCH Verlag 14-12-2015 WILEY‐VCH Verlag
Subjects:	Aldehydes asymmetric reactions Asymmetry Catalysis Catalysts diaminomethylenemalononitrile Hydrogen bonding hydrophosphonylation organocatalysts Pudovik reaction Synthesis
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Abstract	For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile‐based hydrogen‐bonding donor catalyst is presented. The catalyst induces high yields and excellent enantioselectivities (up to 98% yield, 96% ee).
AbstractList	For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile-based hydrogen-bonding donor catalyst is presented. The catalyst induces high yields and excellent enantioselectivities (up to 98% yield, 96% ee). For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile‐based hydrogen‐bonding donor catalyst is presented. The catalyst induces high yields and excellent enantioselectivities (up to 98% yield, 96% ee ). magnified image
Author	Kawai, Nobuaki Koseki, Yuji Nakashima, Kosuke Kondo, Junko Hirashima, Shin-ichi Miura, Tsuyoshi Arai, Ryoga
Author_xml	– sequence: 1 givenname: Shin-ichi surname: Hirashima fullname: Hirashima, Shin-ichi organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 2 givenname: Ryoga surname: Arai fullname: Arai, Ryoga organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 3 givenname: Kosuke surname: Nakashima fullname: Nakashima, Kosuke organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 4 givenname: Nobuaki surname: Kawai fullname: Kawai, Nobuaki organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 5 givenname: Junko surname: Kondo fullname: Kondo, Junko organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 6 givenname: Yuji surname: Koseki fullname: Koseki, Yuji organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479 – sequence: 7 givenname: Tsuyoshi surname: Miura fullname: Miura, Tsuyoshi email: tmiura@toyaku.ac.jp organization: Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan, Fax: (+81)-42-676-4479; phone: (+81)-42-676-4479
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Snippet	For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile‐based hydrogen‐bonding donor... For the asymmetric hydrophosphonylation of aldehydes, an efficient organocatalytic approach with a diaminomethylenemalononitrile-based hydrogen-bonding donor...
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SubjectTerms	Aldehydes asymmetric reactions Asymmetry Catalysis Catalysts diaminomethylenemalononitrile Hydrogen bonding hydrophosphonylation organocatalysts Pudovik reaction Synthesis
Title	Asymmetric Hydrophosphonylation of Aldehydes using a Cinchona-Diaminomethylenemalononitrile Organocatalyst
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