Tandem [1,2]‐Wittig Rearrangement/Lactonization of γ‐Benzyloxy Vinylogous Urethanes: Application to the Synthetic Studies of Maculalactone A, Planchol C and γ‐Lycorane

Publisher： John Wiley & Sons Inc

E-ISSN： 2193-5815|7|1|145-149

ISSN： 2193-5807

Source： ASIAN JOURNAL OF ORGANIC CHEMISTRY, Vol.7, Iss.1, 2018-01, pp. : 145-149

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Abstract

AbstractA tandem [1,2]‐Wittig rearrangement/lactonization of γ‐benzyloxy vinylogous urethanes is presented herein. The resulting butenolides featuring various benzyl substituents at the γ‐position are structurally diverse compounds found in natural products. The usefulness of this synthetic approach was demonstrated in the formal synthesis of maculalactone A, rapid assembly of the tricyclic core of planchol C, and the total synthesis of γ‐lycorane.

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