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α‐Hydroxylation of β‐Dicarbonyl Compounds
Author(s) -
Christoffers Jens,
Baro Angelika,
Werner Thomas
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303140
Subject(s) - chemistry , dimethyldioxirane , hydroxylation , catalysis , organic chemistry , enantioselective synthesis , molecular oxygen , combinatorial chemistry , enzyme
Abstract The most convenient and direct route to α‐hydroxy‐β‐dicarbonyl compounds is the oxidation of readily accessible 1,3‐dicarbonyls. Hence, this type of oxidation is an intensively investigated field. In this short review, we present and compare α‐hydroxylations using various oxidants such as peracids (Rubottom oxidation), dimethyldioxirane or molecular oxygen. From an economical and ecological point of view, metal‐catalyzed air oxidations are optimal at least for cyclic β‐dicarbonyls. For asymmetric α‐hydroxylations only chiral sulfonyloxaziridines are available to date. Thus, there is still a need for significant development in this area.