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Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
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Total synthesis of 6-deoxyerythronolide B via C-C bond-forming transfer hydrogenation.

Xin Gao, Sang Kook Woo, Michael J Krische
Journal of the American Chemical Society 2013 March 21
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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