The sixteen-membered ring macrolide (–)-epothilone B 1 has been synthesized by a route which features stereospecific methylation of an (E)-γ,δ-epoxy acrylate, the use of a double asymmetric reaction employing (R,R)-diisopropyltartrate and (E)-crotylboronate, and ring closure by means of an olefin metathesis reaction.
S. A. May and P. A. Grieco, Chem. Commun., 1998, 1597 DOI: 10.1039/A802947D
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