Journal
ORGANIC LETTERS
Volume 12, Issue 14, Pages 3120-3123Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol101105v
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- National Institutes of Health
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Enantioselective total syntheses of the proposed structures of macrolide cytotoxic agents iriomoteolide-1a and -1b have been accomplished. The synthesis was carried out in a convergent and stereoselective manner. However, the present work suggests that the reported structures have been assigned incorrectly. The synthesis features Julia-Kocienski olefination, Sharpless asymmetric epoxidation, Brown asymmetric crotylboration, a Sakurai reaction, an aldol reaction, and enzymatic resolution as the key steps.
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