Application of the Chiral Bis(phosphine) Monoxide Ligand to Catalytic Enantioselective Addition of Dialkylzinc Reagents to β-Nitroalkenes

Alexandre Côté, Vincent N. G. Lindsay, and André B. Charette*
Dpartement de Chimie, Universit de Montral, P.O. Box 6128, Station Downtown, Montral, Qubec, Canada H3C 3J7
Org. Lett., 2007, 9 (1), pp 85–87
DOI: 10.1021/ol062792t
Publication Date (Web): December 15, 2006
Copyright © 2007 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, andre.charette@umontreal.ca

Abstract

Abstract Image

Me-DuPHOS monoxide is shown to be a very effective ligand in the enantioselective copper-catalyzed addition of dialkylzinc reagents to β-nitroalkenes providing access to chiral nitroalkanes. The major advantages of this process are high yields, broad and complementary substrate scope, and high enantioselectivities. The effect of achiral dummy ligands as an additive has also been documented.

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History

  • Published In Issue January 04, 2007
  • Received November 16, 2006

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