One-pot synthesis of alpha,beta-epoxy ketones by palladium-catalyzed epoxidation-oxidation of terminal allylic alcohols

Singh, Fateh V.; Pena, Jesus M.; Stefani, Helio A.

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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

One-pot synthesis of alpha,beta-epoxy ketones by palladium-catalyzed epoxidation-oxidation of terminal allylic alcohols

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Author(s):	Singh, Fateh V. ^[1] ; Pena, Jesus M. ^[1] ; Stefani, Helio A. ^[1] Total Authors: 3
Affiliation:	^[1] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, Sao Paulo - Brazil Total Affiliations: 1
Document type:	Journal article
Source:	Tetrahedron Letters; v. 51, n. 13, p. 1671-1673, MAR 31 2010.
Web of Science Citations:	2
Abstract
Described herein is a one-pot synthesis of a,p-epoxy ketones using a palladium-catalyzed epoxidation-oxidation sequence. Functionalized terminal allylic alcohols are treated with m-CPBA Under mild reaction conditions to obtain the alpha,beta-epoxy ketones. The main benefit of this approach is that the epoxidation of the terminal double bond and the oxidation of the secondary alcohol occured in the same reaction under mild reactions and both electron-donating and electron-withdrawing functionalities are tolerated in the reaction sequence. (C) 2010 Elsevier Ltd. All rights reserved. (AU)

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