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Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones
Journal article   Peer reviewed

Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones

Qunsheng Guo, Americo J Fraboni and Stacey E Brenner-Moyer
Organic letters, Vol.18(11), pp.2628-2631
06/03/2016
PMID: 27186662

Abstract

A direct vinylogous Michael addition using linear vinylogous Michael donors has been developed. Notably, even γ-substituted Michael donors cleanly afforded γ-alkylated products in high yield and ee by this method. Moreover, control experiments revealed that, for these and related linear vinylogous Michael donors, the size of the Michael acceptor strongly influences whether α- or γ-alkylation occurs, not simply blocking effects of cocatalysts as suggested previously.

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