Highly efficient synthesis of chiral beta-amino acid derivatives via asymmetric hydrogenation

Wenjun Tang; Xumu Zhang

doi:10.1021/ol026935x

Highly efficient synthesis of chiral beta-amino acid derivatives via asymmetric hydrogenation

Org Lett. 2002 Nov 14;4(23):4159-61. doi: 10.1021/ol026935x.

Authors

Wenjun Tang¹, Xumu Zhang

Affiliation

¹ Department of Chemistry, The Pennsylvania State University, 152 Davey Laboratory, University Park, PA 16802, USA.

PMID: 12423111
DOI: 10.1021/ol026935x

Abstract

The Rh-TangPhos complex is an efficient hydrogenation catalyst for making chiral beta-amino acid derivatives. With the Rh-TangPhos system, high enantioselectivities (up to 99.6%) and turnover numbers have been obtained in the hydrogenation of E/Z isomeric mixtures of both beta-alkyl and beta-aryl beta-(acylamino)acrylates. [reaction: see text]

Publication types

Research Support, U.S. Gov't, P.H.S.

MeSH terms

Amino Acids / chemical synthesis*
Amino Acids / chemistry*
Indicators and Reagents
Models, Molecular
Molecular Conformation
Solvents
Stereoisomerism

Substances

Amino Acids
Indicators and Reagents
Solvents