Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 11, Pages 4223-4226Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja4008722
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Funding
- Robert A. Welch Foundation [F-0038]
- NIH-NIGMS [RO1-GM093905]
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The 14-membered macrolide 6-deoxyerythronolide B is prepared in 14 steps (longest linear sequence) and 20 total steps. Two different methods for alcohol CH-crotylation via transfer hydrogenation are deployed for the first time in target-oriented synthesis. Enyne metathesis is used to form the 14-membered ring. The present approach represents the most concise construction of any erythronolide reported, to date.
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