Journal
CHEMICAL SOCIETY REVIEWS
Volume 39, Issue 6, Pages 1955-1972Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b902737h
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This tutorial review covers SmI2-induced reductive cyclizations of beta-alkoxyacrylate, beta-alkoxyvinyl sulfone, and beta-alkoxyvinyl sulfoxide, as methods for efficient construction of cyclic ethers. These cyclizations were developed as tools to aid in the total synthesis of marine polycyclic ethers, whose complex, synthetically challenging structures and potent bioactivities have attracted the attention of numerous synthetic organic chemists. Applications of the methods to total syntheses of various natural products containing cyclic ether are also described.
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