Enantioselective Michael additions of β-keto esters to α,β-unsaturated carbonyl compounds catalyzed by a chiral biquinoline N,N′-dioxide-scandium trifluoromethanesulfonate complex

被引：66

作者：

Nakajima, M ^{[1
]}

Yamamoto, S ^{[1
]}

Yamaguchi, Y ^{[1
]}

Nakamura, S ^{[1
]}

Hashimoto, S ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan

来源：

TETRAHEDRON | 2003年 / 59卷 / 37期

关键词：

enantioselectivities; alpha; beta-unsaturated carbonyl compounds; chiral biquinoline; enantioselection; catalyst; Michael addition; N-oxide; scandium trifluoromethanesulfonate;

D O I：

10.1016/S0040-4020(03)01139-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic, enantioselective Michael addition of beta-keto esters to alpha,beta-unsaturated carbonyl compounds was achieved by using a chiral biquinoline N,N'-dioxide-scandium trifluoromethanesulfonate complex as a catalyst. The corresponding Michael adducts were obtained in high yields and with enantioselectivities up to 84% ee. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7307 / 7313

页数：7

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