Synthesis 2017; 49(02): 293-298
DOI: 10.1055/s-0036-1588349
paper
© Georg Thieme Verlag Stuttgart · New York

N-Heterocyclic Carbene and Chiral Brønsted Acid Cooperative Catalysis for a Highly Enantioselective [4+2] Annulation

Dian-Feng Chen
Department of Chemistry, Columbia University, New York, NY 10027, USA   Email: tr2504@columbia.edu
,
Tomislav Rovis*
Department of Chemistry, Columbia University, New York, NY 10027, USA   Email: tr2504@columbia.edu
› Author Affiliations
Further Information

Publication History

Received: 14 October 2016

Accepted: 20 October 2016

Publication Date:
18 November 2016 (online)


Dedicated to Professor Dieter Enders, a pioneer in NHC catalysis, on the occasion of his 70th birthday.

Abstract

A chiral NHC/Brønsted acid cooperative catalysis system has been developed for the asymmetric annulation of functionalized benzaldehydes and activated ketones, through dearomative generation of dienolate, to give 3-aryl-3-(perfluoroalkyl)isochroman-1-ones.

Supporting Information