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Indexed by:期刊论文

Date of Publication:2015-01-07

Journal:TETRAHEDRON

Included Journals:SCIE、Scopus

Volume:71

Issue:1

Page Number:85-90

ISSN No.:0040-4020

Key Words:Methylhydrazine; beta-Keto esters; Cinchona-alkaloid; Molecular oxygen; Organocatalysis

Abstract:Methylhydrazine-induced alpha-hydroxylation of beta-dicarbonyl compounds was achieved using O-2 as the oxygen source. This reaction provides an efficient approach to enantioenriched alpha-hydroxy beta-dicarbonyl compounds, which are valuable substances and widely used in the chemical and pharmaceutical industry. A wide variety of beta-keto esters could undergo this oxidation to give the corresponding products in excellent yields (up to 95%) and with good enantioselectivities (up to 85% ee). The mild reaction conditions and the use of molecular oxygen as oxidant make this protocol very environmentally friendly and practical. (C) 2014 Elsevier Ltd. All rights reserved.