The stereoselective total synthesis of (+)-18-(6S,9R,10R)-bovidic acid

Yadav, J. S. ; Ramesh, K. ; Subba Reddy, U. V. ; Subba Reddy, B. V. ; Al Khazim Al Ghamdi, Ahamad (2011) The stereoselective total synthesis of (+)-18-(6S,9R,10R)-bovidic acid Tetrahedron Letters, 52 (23). pp. 2943-2945. 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.2011.03.089

Abstract

An expedient stereoselective total synthesis of 18-carbon (+)-(6S,9R,10R)-bovidic acid, isolated from the pelage and skin of a gaur B. frontalis is described using l-proline catalysed sequential α-aminoxylation and Horner-Wadsworth-Emmons olefination of aldehyde, cross metathesis and tandem Sharpless asymmetric dihydroxylation-SN2 cyclization reaction as the key steps.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Bovidic Acid; Macmillan A-hydroxylation; Horner-Wadsworth-Emmons Reaction; Cross Metathesis; Tandem Dihydroxylation-SN2 Cyclization
ID Code:58780
Deposited On:02 Sep 2011 03:42
Last Modified:02 Sep 2011 03:42

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