Search Results - "FERNáNDEZ DE LA PRADILLA, Roberto"
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From Allylic Sulfoxides to Allylic Sulfenates: Fifty Years of a Never-Ending [2,3]-Sigmatropic Rearrangement
Published in Chemical reviews (27-12-2017)“…The [2,3]-sigmatropic rearrangement of allylic sulfoxides to allylic sulfenates is a reversible process, generally shifted toward the sulfoxide. In the…”
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Sulfoxide-Directed Enantioselective Synthesis of Functionalized Tetrahydropyridines
Published in Organic letters (04-10-2013)“…The highly selective base-promoted cyclization of enantiopure sulfinyl dienamines provides stereodefined sulfinyl 1,2,3,6-tetrahydropyridines (dr up to 99:1)…”
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Update 1 of: α,β-Diamino Acids: Biological Significance and Synthetic Approaches
Published in Chemical reviews (09-02-2011)Get full text
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Chiral Sulfur Functional Groups as Definers of the Chirality at the Metal in Ir and Rh Half‐Sandwich Complexes: A Combined CD/X‐ray Study
Published in Chemistry : a European journal (17-10-2017)“…Mesoionic carbenes (MICs) derived from triazolium salts that contain chiral sulfoxide or sulfoximine functional groups were used to construct enantiopure…”
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Gold(I)-Catalyzed Cycloisomerization–Dimerization Cascade of Benzene-Tethered 1,6-Enynes
Published in Journal of organic chemistry (21-07-2017)“…An unprecedented stereoselective domino reaction of 1,6-enynes with an aryl ring at C3–C4 in the presence of gold(I) catalysts at low temperature is…”
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Desulfinylation of Ag(I) Sulfinyl Mesoionic Carbenes: Preparation of C‑Unsubstituted Au(I)–1,2,3-Triazole Carbene Complexes
Published in Organic letters (17-02-2017)“…New and well-characterized Ag–bis(1,2,3-triazolylidene) complexes having enantiopure (S)-sulfoxides upon sequential treatment with alcohols and Au(I) form…”
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Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
Published in ACS catalysis (02-09-2022)“…Selective functionalization of the C–B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with…”
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Remote Stereocontrol in the Synthesis of Acyclic 1,4-Diols and 1,4‑Aminoalcohols from 2‑Sulfinyl Dienes
Published in Organic letters (03-10-2014)“…The highly diastereoselective conjugate addition of alcohols and amines (RXH) to enantiopure 2-sulfinyl dienes renders transient allylic sulfoxides which…”
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Enantioselective Suzuki cross-coupling of 1,2-diboryl cyclopropanes
Published in Chemical science (Cambridge) (08-02-2023)“…Herein, we describe the catalytic enantioselective cross-coupling of 1,2-bisboronic esters. Prior work on group specific cross coupling is limited to the use…”
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Diastereodivergent Synthesis of 2‑Ene-1,4-hydroxy Sulfides from 2‑Sulfinyl Dienes via Tandem Sulfa-Michael/Sulfoxide-Sulfenate Rearrangement
Published in Organic letters (01-01-2021)“…The highly diastereoselective sulfa-Michael addition of thiolates to enantiopure 2-sulfinyl dienes leads to anti or syn 2-ene-1,4-hydroxy sulfides in good…”
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An Approach to the Stereoselective Synthesis of Enantiopure Dihydropyrroles and Aziridines from a Common Sulfinyl-Sulfinamide Intermediate
Published in Journal of organic chemistry (06-01-2012)“…The diastereoselective addition of lithiated vinyl sulfoxides to enantiopure sulfinimines provides direct access to a wide assortment of allylic sulfinamides…”
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Sulfoxide-Directed Intramolecular [4 + 2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes
Published in Journal of organic chemistry (05-03-2010)“…Sulfinyl dienynes undergo thermal and catalyzed IMDA cycloadditions, often at room temperature, to produce cyclohexa-1,4-dienes with good yields and high…”
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Enantiopure 1,4-Diols and 1,4-Aminoalcohols via Stereoselective Acyclic Sulfoxide−Sulfenate Rearrangement
Published in Organic letters (06-05-2011)“…Treatment of acyclic α-hydroxy and α-tosylamino sulfinyl dienes with amines affords enantiopure 1,4-diol or 1,4-hydroxysulfonamide derivatives in good yields…”
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Base-Induced Sulfoxide-Sulfenate Rearrangement of 2‑Sulfinyl Dienes for the Regio- and Stereoselective Synthesis of Enantioenriched Dienyl Diols
Published in Journal of organic chemistry (17-03-2023)“…The base-induced [2,3]-sigmatropic rearrangement of a series of enantiopure 2-sulfinyl dienes has been examined and optimized using a combination of NaH and i…”
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Sulfinyl‐Mediated Stereoselective Functionalization of Acyclic Conjugated Dienes
Published in Chemistry : a European journal (06-04-2020)“…The chemo‐ and stereocontrolled functionalization of conjugated sulfinyl dienes in a cascade process that involves a conjugate addition, diastereoselective…”
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Enantiospecific Synthesis of 1,3‐Disubstituted Allenes from Propargylic Carbonates through a Borylation‐1,2‐Elimination Process
Published in Advanced synthesis & catalysis (20-02-2024)“…An array of enantioenriched vinyl boronates bearing an allylic carbonate moiety have been prepared through selective hydroboration of propargyl carbonates…”
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[2,3]-Sigmatropic Rearrangements of 3-Sulfinyl Dihydropyrans: Application to the Syntheses of the Cores of ent-Dysiherbaine and Deoxymalayamicin A
Published in Journal of organic chemistry (21-11-2008)“…The [2,3]-sigmatropic rearrangement of a variety of configurationally stable diastereomeric allylic sulfinyl dihydropyrans, produced by base-promoted…”
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Asymmetric Claisen Rearrangements on Chiral Vinyl Sulfoxides
Published in Chemistry : a European journal (05-01-2009)“…Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C‐5 provide γ‐δ‐unsaturated aldehydes or ketones…”
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Gold Sulfinyl Mesoionic Carbenes: Synthesis, Structure, and Catalytic Activity
Published in Organic letters (05-08-2016)“…Gold mesoionic carbenes having a chiral sulfoxide group attached to the C4 position of the five membered ring have been prepared and tested as catalysts in the…”
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Highly Diastereoselective Katsuki−Jacobsen Oxidation−Epoxidation of α-Silyloxy Sulfinyl Dienes: Synthetic Applications
Published in Journal of organic chemistry (02-01-2009)“…Katsuki−Jacobsen oxidation−epoxidation of acyclic α-silyloxy sulfinyl dienes, followed by acid-promoted cyclization, leads to 2,5-trans-sulfonyl dihydrofurans…”
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