Organic letters

Synthesis of chiral 3-substituted hexahydropyrroloindoline via intermolecular cyclopropanation

H Song, J Yang, W Chen, Y Qin

文献索引：Song, Hao; Yang, Jun; Chen, Wei; Qin, Yong Organic Letters, 2006 , vol. 8, # 26 p. 6011 - 6014

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被引用次数: 46

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.