Revised Structures of Dehydrostenines A and B: Total Syntheses of (±)‐Dehydrostenine A and Structure Assigned to Dehydrostenine B

Chemistry – A European Journal
2021.0

Abstract

The first total syntheses of the Stemona alkaloid dehydrostenine A and the structure assigned to dehydrostenine B have been completed from a simple pyrrole substrate in 10 and 11 steps, respectively. Two independent Brønsted-acid-mediated intramolecular Michael additions were exploited to construct the tetracyclic dehydrostenine core. As a result of synthetic studies and associated analysis of the relevant literature, revisions of the structures originally assigned to dehydrostenines A and B are proposed. © 2021 Wiley-VCH GmbH

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