DOI: 10.1021/acs.orglett.6c02561 ISSN: 1523-7060

Synthesis of the Pentacyclic Skeleton of Cortistatins

Ling-Hui Zhang, Jin-Chi Zou, Zhe Su, Huhu Zhang, Xinghui Li, Run-Song Cao, Fu-Min Zhang

Abstract

We report a concise synthesis of the pentacyclic skeleton of the unique steroidal alkaloids cortistatins in 13 steps. The synthesis features a [5 + 2] cycloaddition to forge the oxabicyclo[3.2.1]octene B/C ring framework and a Pauson–Khand reaction to construct the D/E ring moiety, which simultaneously installs both a carbonyl group and an isoquinoline side chain at the E-ring.

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