Enantioselective access to five- and six-membered nitrogen-containing heterocycles, based on the asymmetric Michael addition of chiral imines and chiral enamino esters

被引：28

作者：

d'Angelo, J

Cave, C

Desmaele, D

Gassama, A

Thominiaux, C

Riche, C

机构：

[1] Univ Paris Sud, Ctr Etud Pharmaceut, CNRS, Unite Chim Organ, F-92296 Chatenay Malabry, France

[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

HETEROCYCLES | 1998年 / 47卷 / 02期

关键词：

D O I：

10.3987/COM-97-S(N)47

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition reaction of chiral imines, (ent-10, 48, 70) and chiral enamino esters (52, 55, 73) with maleic anhydride (32), citraconic anhydride (57), alpha-chloroacrylonitrile (29), and nitroethylene (74), has been investigated. These condensations proved to be in general highly regio-, diastereo-, and enantioselective. In most cases the primary adducts underwent an in situ N-heterocyclization, allowing the enantioselective access to nitrogen-containing, five- and six-membered heterocycles.

引用

页码：725 / 746

页数：22

共 20 条

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