Non-C2-symmetric, chirally economical, and readily tunable linked-binols:: Design and application in a direct catalytic asymmetric Mannich-type reaction

被引：68

作者：

Yoshida, T ^{[1
]}

Morimoto, H ^{[1
]}

Kumagai, N ^{[1
]}

Matsunaga, S ^{[1
]}

Shibasaki, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 22期

关键词：

amino alcohols; asymmetric catalysis; chiral ligands; Mannich reaction; zinc;

D O I：

10.1002/anie.200500425

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) An achiral unit is shown to be better than a chiral unit in promoting an asymmetric reaction. Non-C2-symmetric linked-binols 1 with one chiral 1,1′-bi-2-naphthol unit and one flexible achiral unit are employed as ligands in direct catalytic asymmetric Mannich-type reactions (see scheme; TON = turnover number). With as little as 0.01 mol% of ligand 1 a and 0.04 mol% of Et2Zn, the reaction proceeded smoothly to give the product in 98% ee. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3470 / 3474

页数：5

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