cis-Decahydroquinolines via Asymmetric Organocatalysis: Application to the Total Synthesis of Lycoposerramine Z

被引：48

作者：

Bradshaw, Ben ^{[1
]}

Luque-Corredera, Carlos ^{[1
]}

Bonjoch, Josep ^{[1
]}

机构：

[1] Univ Barcelona, Fac Farm, Lab Quim Organ, IBUB, E-08028 Barcelona, Spain

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 02期

关键词：

CASCADE REACTIONS; ALKALOIDS; OXIDATION; ALDEHYDES; NITRONES;

D O I：

10.1021/ol303257y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise synthesis of the Lycopodium alkaloid lycoposerramine Z is reported. Key to the strategy is a one-pot organocatalyzed Michael reaction followed by a domino Robinson annulation/intramolecular aza-Michael reaction promoted by LiON, leading to enantiopure cis-decahydroquinolines.

引用

页码：326 / 329

页数：4

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