A New Copper Acetate-bis(oxazoline)-catalyzed, Enantioselective Henry Reaction

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2003 Oct 16

PMID 14558801

Citations 26

Authors

David A Evans

Daniel Seidel

Magnus Rueping

Hon Wai Lam

Jared T Shaw

C Wade Downey

Affiliations

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Abstract

A highly enantioselective, nitroaldol reaction catalyzed by a chiral Cu(II) bis(oxazoline) complex has been developed. The reaction scope includes both aromatic and aliphatic aldehydes (15 examples) affording products in good yields and enantioselectivities (87-94% ee). An X-ray structure of the catalyst has been provided along with a rationalization of the sense of asymmetric induction.

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