Total synthesis and determination of relative and absolute configuration of multiplolide A

Ramana, C. V. ; Khaladkar, Tushar P. ; Chatterjee, Soumitra ; Gurjar, Mukund K. (2008) Total synthesis and determination of relative and absolute configuration of multiplolide A Journal of Organic Chemistry, 73 (10). pp. 3817-3822. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo7027568

Related URL: http://dx.doi.org/10.1021/jo7027568

Abstract

A flexible approach for total syntheses of possible multiplolide A diastereomers establishing the relative and absolute configuration is documented. The adopted strategy features ring-closing metathesis (RCM) as the key reaction and screening of a set of substrates for the feasibility of RCM in general and for the requisite E-configuration of ring olefin in particular. Selective protecting groups manipulation prior to the assembly of the central macrocyclic core was instrumental in installing the epoxide functionality on a fully deprotected nonenolide at the end of the synthesis.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:11357
Deposited On:09 Nov 2010 05:03
Last Modified:02 Jun 2011 09:38

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