Work

Regiospecific Hydration of γ-Hydroxy-α,β-acetylenic Esters: A Novel Asymmetric Synthesis of Tetronic Acids

Year: 2006

Type: article

Abstract: [reaction: see text] The optically active gamma-hydroxy-alpha,beta-acetylenic esters are obtained from the enantioselective reaction of methyl propiolate with both aliphatic and aromatic aldehydes. These compounds can undergo regiospecific hydration in the presence of Zeise's dimer, [PtCl(2)(C(2)H(4))](2), to generate the optically active tetronic acids.

Source: Organic Letters

DOI: 10.1021/ol060377v

Authors: Amaresh R. Rajaram, Lin Pu

Institution: University of Virginia

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institute of General Medical Sciences, National Institute of Biomedical Imaging and Bioengineering

Awards: Enantioselective Fluorescent Sensors and Applications, Enantioselective Fluorescent Sensors and Applications