Work

Copper-catalyzed asymmetric conjugate reduction as a route to novel β-azaheterocyclic acid derivatives

Year: 2004

Type: article

Abstract: A chiral copper-hydride catalyst for the asymmetric conjugate reduction of alpha,beta-unsaturated carbonyl compounds has been used for the reduction of substrates containing beta-nitrogen substituents. A new set of reaction conditions has allowed for a variety of beta-azaheterocyclic acid derivatives to be synthesized in excellent yields and with high degrees of enantioselectivity. In addition, the effect that the nature of the nitrogen substituent has on the rate of the conjugate reduction reaction has been explored.

Source: Proceedings of the National Academy of Sciences

DOI: 10.1073/pnas.0307764101

Authors: Matthew P. Rainka, Yimon Aye, Stephen L. Buchwald

Institutions: Massachusetts Institute of Technology, University of Chicago

Language: English

Topic: Asymmetric Hydrogenation and Catalysis

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Bristol-Myers Squibb, Pfizer, National Institutes of Health, National Institute of General Medical Sciences

Awards: G2858127696, CATALYTIC METHODS FOR ORGANIC SYNTHESIS, Catalytic Methods for Organic Synthesis, G9000236517