The stereoselective total synthesis of (+)-18-(6S,9R,10R)-bovidic acid |
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| Authors: | JS Yadav K RameshUV Subba Reddy BV Subba ReddyAhamad Al Khazim Al Ghamdi |
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| Institution: | a Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
b Engineer Abdullah Baqshan for Bee Research, King Saudi University, Saudi Arabia |
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| 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. |
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| Keywords: | Bovidic acid MacMillan α-hydroxylation Horner-Wadsworth-Emmons reaction Cross metathesis Tandem dihydroxylation-SN2 cyclization |
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