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Iridium‐Catalyzed Enantioselective Hydrogenation of Vinylsilanes
Author(s) -
Wang Aie,
Bernasconi Maurizio,
Pfaltz Andreas
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700162
Subject(s) - chemistry , iridium , enantioselective synthesis , catalysis , aryl , trimethylsilyl , hydroxymethyl , asymmetric hydrogenation , organic chemistry , alkyl , silylation , medicinal chemistry
We have screened a diverse array of iridium complexes derived from chiral N,P ligands as catalysts for the asymmetric hydrogenation of vinylsilanes, a transformation for which generally applicable catalysts were lacking. Several catalysts emerged from this study that enabled the highly enantioselective hydrogenation of a wide range of vinylsilanes with trisubstituted or disubstituted terminal C=C bonds bearing aryl, alkyl, ethoxycarbonyl, or hydroxymethyl substituents. In addition to trimethylsilyl and dimethyl(phenyl)silyl derivatives, trialkoxysilyl‐ and silacyclobutyl‐substituted alkenes were used as substrates.