A general and efficient strategy for 7-aryloctahydroindole and cis-3a-aryloctahydroindole alkaloids:: Total syntheses of (+/-)-γ-lycorane and (+/-)-crinane

被引:36
作者
Gao, SH
Tu, YQ [1 ]
Song, ZL
Wang, AX
Fan, XH
Jiang, YJ
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Dept Chem, Lanzhou 730000, Peoples R China
关键词
D O I
10.1021/jo0507690
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and efficient approach to both 7-aryloctahydroindole and cis-3a-aryloctahydroindole alkaloids has been developed. The key step involves Michael additions of the corresponding kinetics and thermodynamics lithium enolates of ketone 9 to the versatile building blocks: nitroethylene 10. Two representative members, (+/-)-gamma-lycorane and (+/-)crinane, have been synthesized in 22 and 36% overall yields, respectively.
引用
收藏
页码:6523 / 6525
页数:3
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