Efficient assembly of an indole alkaloid skeleton by cyclopropanation:: Concise total synthesis of (±)-minfiensine

被引:102
作者
Shen, Liqun
Zhang, Min
Wu, Ti
Qin, Yong [1 ]
机构
[1] Sichuan Univ, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
[2] Sichuan Univ, Key Lab Drug Targeting, W China Sch Pharm, Chengdu 610041, Peoples R China
[3] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
关键词
alkaloids; cyclopropanation; minfiensine; tetracyclic skeleton; total synthesis;
D O I
10.1002/anie.200800566
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Cascading into (±)-minfiensine: An efficient method was developed for the assembly of tetracyclic skeleton 1 by a three-step, one-pot cascade reaction including cyclopropanation, ring opening, and ring closure (see scheme; Ts=p-toluenesulfonyl). The concise total synthesis of the (±)-minfiensine was completed in about a 4% overall yield. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3618 / 3621
页数:4
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