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Total Synthesis of 6‑Deoxyerythronolide B via C–C Bond-Forming Transfer Hydrogenation
journal contribution
posted on 2016-02-19, 16:50 authored by Xin Gao, Sang Kook Woo, Michael J. KrischeThe 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.