Organic letters

Expedient Synthesis of the Tetracyclic Core of ent-Nakadomarin A

H Deng, X Yang, Z Tong, Z Li, H Zhai

Index: Deng, Haibing; Yang, Xiaobao; Tong, Zhaolong; Li, Zhong; Zhai, Hongbin Organic Letters, 2008 , vol. 10, # 9 p. 1791 - 1793

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Citation Number: 38

Abstract

An efficient eight-step assembly of the tetracyclic core (ABCD rings) of ent-(+)-nakadomarin A, a bioactive hexacyclic marine alkaloid, has been realized with Sonogashira coupling, platinum (II)-promoted cascade cyclizations, and saturation of a challenging carbon− carbon double bond through a hydroboration/oxidation/xanthate formation/Barton− McCombie deoxygenation sequence as key transformations.

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