Total synthesis of lycorine-type alkaloids by cyclopropyl ring-opening rearrangement

D Liu, L Ai, F Li, A Zhao, J Chen, H Zhang…

Index: Liu, Dandan; Ai, Long; Li, Fan; Zhao, Annan; Chen, Jingbo; Zhang, Hongbin; Liu, Jianping Organic and Biomolecular Chemistry, 2014 , vol. 12, # 20 p. 3191 - 3200

Full Text: HTML

Citation Number: 5

Abstract

A practical method for the synthesis of lycorine-type alkaloids with cis-B/C ring structure has been developed. Based on the reactions of aminocyclization, palladium-mediated arylation and especially cyclopropyl ring-opening rearrangement, the synthesis of anhydrocaranine,(±)-γ-lycorane and putative (±)-amarbellisine was accomplished.