Asymmetric phase-transfer mediated epoxidation of α,β-unsaturated ketones using catalysts derived from Cinchona alkaloids

Autor: P. G. Wainwright, Barry Lygo
Rok vydání: 1998
Předmět:
Zdroj: Tetrahedron Letters. 39:1599-1602
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)10779-1
Popis: The enantioselective epoxidation of α,β-unsaturated ketones utilising Cinchona alkaloid-derived quaternary ammonium phase-transfer catalysts bearing an N-anthracenylmethyl function are presented. It has been found that the O-benzyl derivatives of these catalysts in conjunction with sodium hypochlorite give high stereocontrol and application of this process to the enantioselective synthesis of a range of trans-α,β-epoxy ketones (e.e. 69–89%) is presented.
Databáze: OpenAIRE