Stereoselective total synthesis of tarchonanthuslactone and formal synthesis of (−)-colletol

Yadav, J. S. ; Murali Krishna Reddy, P. ; Gupta, Manoj K. ; Janardhana Chary, Ch. (2007) Stereoselective total synthesis of tarchonanthuslactone and formal synthesis of (−)-colletol Synthesis, 2007 (23). pp. 3639-3646. ISSN 0039-7881

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-2007-990850

Abstract

A simple and efficient stereoselective total synthesis of tarchonanthuslactone and formal synthesis of (−)-colletol is described using as the key steps Jacobsen's kinetic resolution and a Sharpless asymmetric epoxidation. The synthesis of tarchonanthuslactone and the seco acid proceeded in 14% and 13% overall yield, respectively, starting from chiral (R)-propylene oxide.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Hydrolytic Kinetic Resolution; PMB Acetal Formation; Sharpless Asymmetric Epoxidation; Lactonization; One-pot Oxidation; Alkenation; Esterification
ID Code:63072
Deposited On:28 Sep 2011 03:28
Last Modified:28 Sep 2011 03:28

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