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Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Vinyl Sulfones and Vinyl Phosphonates as Challenging Michael Acceptors |
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| Authors: | Sarah Sulzer‐Mossé Alexandre Alexakis Prof Jiri Mareda Dr Guillaume Bollot Gerald Bernardinelli Dr Yaroslav Filinchuk Dr |
| Institution: | 1. Department of Organic Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211 Geneva (Switzerland), Fax: (+41)?22‐379‐3215;2. Laboratoire de Cristallographie, University of Geneva, 24 Quai Ernest Ansermet, 1211 Geneva (Switzerland);3. Swiss‐Norwegian Beam Lines, ESRF, BP‐220, 6, rue Jules Horowitz, 38043 Grenoble (France) |
| Abstract: | Chiral framework : Chiral amines with pyrrolidine frameworks catalyze the enantioselective conjugate addition of a wide range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to >99 % ee (see scheme). The high versatility of the Michael adducts is exemplified by various functionalizations with conservation of the optical purity.  |
| Keywords: | aldehydes amines asymmetric synthesis Michael addition organocatalysis |