Total syntheses of epothilones B and d |
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| Authors: | Jung Jae-Chul Kache Rajashaker Vines Kimberly K Zheng Yan-Song Bijoy Panicker Valluri Muralikrishna Avery Mitchell A |
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| Institution: | Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, P.O. Box 1848, Mississippi 38677-1848, USA. |
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| Abstract: | A convergent, total synthesis of epothilones B (2) and D (4) is described. The key steps are Normant coupling to establish the desired (Z)-stereochemistry at C12-C13, Wadsworth-Emmons olefination of methyl ketone 28 with the phosphonate ester 8, diastereoselective aldol condensation of aldehyde 5 with the enolate of keto acid derivatives to form the C6-C7 bond, selective deprotection of acid 52, and macrolactonization. |
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