Asymmetric synthesis of all the stereoisomers of tarchonanthuslactone

Baktharaman, S. ; Selvakumar, S. ; Singh, Vinod K. (2005) Asymmetric synthesis of all the stereoisomers of tarchonanthuslactone Tetrahedron Letters, 46 (44). pp. 7527-7529. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.08.164

Abstract

We describe herein an efficient synthesis of all the four stereoisomers of tarchonanthuslactone from (R)-3-hydroxy butanoate, easily prepared from L-threonine. The approach involves the use of a β,γ-unsaturated δ-lactone as an intermediate, obtained via a Kulinkovich reaction followed by a ring-closing metathesis strategy.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Tarchonanthuslactone; Asymmetric Synthesis; Kulinkovich Reaction; RCM
ID Code:55394
Deposited On:18 Aug 2011 08:42
Last Modified:18 Aug 2011 08:42

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