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.
Jung, Jae-Chul,Kache, Rajashaker,Vines, Kimberly K.,Zheng, Yan-Song,Bijoy, Panicker,Valluri, Muralikrishna,Avery, Mitchell A.
p. 9269 - 9284
(2007/10/03)
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