Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones.

Angew Chem Int Ed Engl

Department of Organic Chemistry, University of Campinas-Institute of Chemistry, Rua Josué de Castro, s/n-Cidade Universitária Zeferino Vaz, P.O. Box 6154, 13083, Campinas, SP, Brazil.

Published: June 2017

A catalytic enantioselective conjugate addition of indolizines to enones is described. The chiral phosphoric acid (S)-TRIP activates α,β-unsaturated ketones, thereby promoting an enantioface-differentiating attack by indolizines. Using this reaction, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.

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http://dx.doi.org/10.1002/anie.201700513DOI Listing

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