Catalytic asymmetric aza Diels-Alder reactions using a chiral lanthanide Lewis acid. Enantioselective synthesis of tetrahydroquinoline derivatives using a catalytic amount of a chiral source

被引：241

作者：

Ishitani, H ^{[1
]}

Kobayashi, S ^{[1
]}

机构：

[1] SCI UNIV TOKYO,FAC SCI,DEPT APPL CHEM,SHINJUKU KU,TOKYO 162,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 41期

关键词：

D O I：

10.1016/0040-4039(96)01655-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a catalytic amount of the chiral ytterbium Lewis acid, which was prepared from Yb(OTf)(3), (R)-(+)-BINOL, diazabicyclo[5.4.0]undec-7-ene (DBU), and an additive, achiral imines reacted with achiral dienophiles to afford the corresponding tetrahydroquinoline derivatives in high yields with high diastereo- and enantioselectivities. This is the first example of aza Diels-Alder reactions using a catalytic amount of a chiral source. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：7357 / 7360

页数：4

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