An S<sub>N</sub>1‑type Reaction To Form the 1,2-Dioxepane Ring: Synthesis of 10,12-Peroxycalamenene

Abstract

The synthesis of the sesquiterpene endoperoxide natural product 10,12-peroxycalamenene has been achieved. Featured transformations include an intramolecular Heck reaction to build the fused bicyclic core and a cobalt-catalyzed peroxidation to install the peroxide functional group. The final step involved an S<sub>N</sub>1-type ring closure catalyzed by DDQ to construct the 1,2-dioxepane ring

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Last time updated on 12/02/2018

This paper was published in FigShare.

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