A New Route To Bcd Tricyclic Fragment Of C-19-Diterpenoid Alkaloids Via Intramolecular Pauson-Khand Reaction Followed By Anionic 1,2-Migration Rearrangement

Guangguang Yang,Mengqian Zhu,Xin Zhao,Jiang Lei,Liang Xu

TETRAHEDRON LETTERS（2021）

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Abstract

A robust synthetic approach for the rapid assembly of the bridged tricyclic BCD ring system of C-19-diterpenoid alkaloids bearing a characteristic hydroxy group on ring C has been developed. The synthesis features an efficient intramolecular Pauson-Khand reaction and an exclusive anionic 1,2-migration rearrangement to generate the unique bicyclo[3.2.1]octane moiety of the CD-ring on the seven-membered B-ring. (C) 2021 Elsevier Ltd. All rights reserved.

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Key words

C-19-diterpenoid alkaloids, BCD rings, Pauson-Khand reaction, Anionic 1,2-migration rearrangement [3.2.1]octane

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