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 alpha-aminoxylation and Horner-Wadsworth-Emmons olefination of aldehyde, cross metathesis and tandem Sharpless asymmetric dihydroxylation-S(N)2 cyclization reaction as the key steps. (C) 2011 Published by Elsevier Ltd.