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A Highly Enantioselective Intramolecular Michael Reaction Catalyzed by N‐Heterocyclic Carbenes

2007; Wiley; Volume: 46; Issue: 17 Linguagem: Inglês

10.1002/anie.200605235

1521-3773

Eric M. Phillips, Manabu Wadamoto, Audrey Chan, Karl A. Scheidt,

Asymmetric Hydrogenation and Catalysis

Metal-less Michael: A highly diastereo- and enantioselective intramolecular Michael addition of α,β-unsaturated aldehydes to enones catalyzed by an N-heterocyclic carbene (NHC) has been developed. The reaction is tolerant of alkyl and aromatic substituents, as well as saturated and unsaturated tethers between the enal and conjugate acceptor (see scheme). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z605235_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.