Asymmetric Cyclopropanation of Chalcones Using Chiral Phase-transfer Catalysts

Overview

Journal Tetrahedron Lett

Publisher Elsevier

Specialty Chemistry

Date 2014 Jan 7

PMID 24391288

Citations 7

Authors

Richard Herchl

Mario Waser

Affiliations

Soon will be listed here.

Abstract

The first phase-transfer catalyzed cyclopropanation reaction of chalcones using bromomalonates as the nucleophiles in a Michael Initiated Ring Closing reaction (MIRC) was developed. Key to success was the use of a free OH-containing cinchona alkaloid ammonium salt catalyst and carefully optimized liquid/liquid reaction conditions. The reaction performed well for electron neutral and electron deficient chalcones giving the products in yields up to 98% and with enantiomeric ratios up to 91:9.

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