Ytterbium triflate (and trimethylsilyl triflate) catalyzed isomerization of glycidic esters to α-hydroxy-β,γ-unsaturated esters and their conversion into cyclopentanoids using Johnson-Claisen rearrangement

Kumareswaran, R. ; Shahi, Shatrughan P. ; Rani, Shikha ; Gupta, Anshu ; Madhusudanan, K. P. ; Vankar, Yashwant D. (2002) Ytterbium triflate (and trimethylsilyl triflate) catalyzed isomerization of glycidic esters to α-hydroxy-β,γ-unsaturated esters and their conversion into cyclopentanoids using Johnson-Claisen rearrangement ARKIVOC . pp. 126-135. ISSN 1424-6376

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Abstract

A variety of glycidic esters undergo smooth isomerization to the corresponding α-hydroxy-β, γ-unsaturated esters upon reaction with Yb(OTf)₃ or TMSOTf. These α-hydroxy-β, γ-unsaturated esters undergo Johnson-Claisen rearrangement to appropriately substituted diesters, some of which are converted into cyclopentanoids.

Item Type:	Article
Source:	Copyright of this article belongs to Arkat-USA, Inc.
Keywords:	Glycidic Esters; Yb(OTf)₃; TMSOTf; α-hydroxy-β; γ-unsaturated Esters; Cyclopentanoids; Johnson-Claisen Rearrangment
ID Code:	58314
Deposited On:	31 Aug 2011 06:37
Last Modified:	18 May 2016 09:20

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