One-Pot Organocatalytic Enantioselective Domino Double-Michael Reaction and Pictet-Spengler-Lactamization Reaction. A Facile Entry to the "Inside Yohimbane" System with Five Contiguous Stereogenic Centers

被引：52
作者：
Hong, Bor-Cherng [1 ]
Liao, Wei-Kai [1 ]
Dange, Nitin S. [1 ]
Liao, Ju-Hsiou [1 ]
机构：
[1] Natl Chung Cheng Univ, Dept Chem & Biochem, Chiayi 621, Taiwan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 03期
关键词：
4; STEREOCENTERS; CIS; SCISSION; CASCADE;
D O I：
10.1021/ol3032329
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An expedited method was developed for the enantioseiective synthesis of dodecahydrobenz[a]indolo[3,2-h]quinolizine containing five contiguous stereogenic centers with high enantioselectivities (>99% ee). The methodology comprises a domino organocatalytic double Michael reaction and Pictet-Spengler-lactamization reaction. The structures and absolute configurations of the appropriate products were confirmed by X-ray analysis.
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收藏
页码：468 / 471
页数：4
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