Synthesis of optically pure 2-trifluoromethyl lactic acid by asymmetric hydroformylation

Xiao Wang; Stephen L Buchwald

doi:10.1021/jo400115r

Synthesis of optically pure 2-trifluoromethyl lactic acid by asymmetric hydroformylation

J Org Chem. 2013 Apr 5;78(7):3429-33. doi: 10.1021/jo400115r. Epub 2013 Feb 25.

Authors

Xiao Wang¹, Stephen L Buchwald

Affiliation

¹ Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

PMID: 23394066
DOI: 10.1021/jo400115r

Abstract

By utilizing Rh catalysts ligated by the P-chirogenic ligands QuinoxP* and DuanPhos, 3,3,3-trifluoroprop-1-en-2-yl acetate could be hydroformylated and subsequently oxidized to yield enantiomerically pure 2-trifluoromethyllactic acid.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetates / chemistry*
Lactic Acid / analogs & derivatives*
Lactic Acid / chemical synthesis
Lactic Acid / chemistry
Molecular Structure
Optical Phenomena
Stereoisomerism

Substances

Acetates
alpha-(trifluoromethyl)lactic acid
Lactic Acid