Mechanistic investigations of multidentate organocatalyst-promoted counterion catalysis for fast and enantioselective aza-Morita-Baylis-Hillman reactions at ambient temperature

被引：20

作者：

Anstiss, Christopher ^{[1
]}

Garnier, Jean-Marc ^{[1
]}

Liu, Fei ^{[1
]}

机构：

[1] Macquarie Univ, Dept Chem & Biomol Sci, Sydney, NSW 2109, Australia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 19期

关键词：

ELECTROSPRAY-IONIZATION MASS; N-SULFONATED IMINES; HILIMAN REACTION;

D O I：

10.1039/c0ob00069h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetic experiments were performed on the catalytic cycle of a trifunctional organocatalyst-promoted counterion catalysis of asymmetric aza-Morita-Baylis-Hillman reactions. The catalysis was found to be first order in the trifunctional catalyst with the Michael addition as the rate-limiting step. Temperature variation changed the rate of catalysis but not the enantioselectivity of the reaction.

引用

页码：4400 / 4407

页数：8

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