Synthesis of chiral 3-substituted hexahydropyrroloindoline via intermolecular cyclopropanation

被引:54
|
作者
Hao Song
Jun Yang
Wei Chen
Yong Qin [1 ]
机构
[1] W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
[2] W China Sch Pharm, Key Lab Drug Targeting, Chengdu 610041, Peoples R China
[3] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
关键词
D O I
10.1021/ol062489s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and efficient synthetic route to chiral 3- substituted hexahydropyrroloindoline 18 possessing absolute configurations in accordance with indole alkaloids has been developed from readily available L- tryptophan. The key step relies on the one- pot cascade reaction of oxazolidinone 17 with diazoester, which proceeds through intermolecular cyclopropanation, ring opening, and cyclization.
引用
收藏
页码:6011 / 6014
页数:4
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