| Literature DB >> 15609966 |
Jae-Chul Jung1, Rajashaker Kache, Kimberly K Vines, Yan-Song Zheng, Panicker Bijoy, Muralikrishna Valluri, Mitchell A Avery.
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.Entities:
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Year: 2004 PMID: 15609966 DOI: 10.1021/jo048742o
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354