11-Step Total Synthesis of (−)-Maoecrystal V


An expedient, practical, and enantioselective route to the highly congested <i>ent</i>-kaurane diterpene maoecrystal V is presented. This route, which has been several years in the making, is loosely modeled after a key pinacol shift in the proposed biosynthesis. Only 11 steps, many of which are strategic in that they build key skeletal bonds and incorporate critical functionalities, are required to access (−)-maoecrystal V. Several unique and unexpected maneuvers are featured in this potentially scalable pathway. Reevaluation of the biological activity calls into question the initial exuberance surrounding this natural product

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oai:figshare.com:article/3498632Last time updated on 2/12/2018

This paper was published in FigShare.

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