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Indium(III)‐Promoted Organocatalytic Enantioselective α ‐Alkylation of Aldehydes with Benzylic and Benzhydrylic Alcohols
Author(s) -
Guiteras Capdevila Montse,
Emer Enrico,
Benfatti Fides,
Gualandi Andrea,
Wilson Claire M.,
Cozzi Pier Giorgio
Publication year - 2012
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200013
Subject(s) - chemistry , enantioselective synthesis , organocatalysis , indium , diastereomer , stereoselectivity , alkylation , organic chemistry , catalysis , combinatorial chemistry
Best of both worlds : Organocatalytic S N 1‐type reactions promoted by indium(III) salts were performed with activated benzylic and benzhydrylic substrates. High ee values and moderate diastereomeric ratios were obtained. The presence of a 4‐NMe 2 Ph group, which is useful for further transformations, is essential for obtaining high yields. The synergy of indium(III) salts with organocatalysis is a useful strategy for stereoselective transformations.