Activation of Hemiaminal Ethers by Chiral Bronsted Acids for Facile Access to Enantioselective Two-Carbon Homologation Using Enecarbamates

被引：101

作者：

Terada, Masahiro ^{[1
]}

Machioka, Kyoko ^{[1
]}

Sorimachi, Keiichi ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 14期

关键词：

asymmetric catalysis; Bronsted acids; hemiaminal ethers; homologation; organocatalysis; DIRECT MANNICH REACTION; FRIEDEL-CRAFTS REACTION; DIELS-ALDER REACTION; CROSS-ALDOL REACTION; ENE-TYPE REACTION; ASYMMETRIC CATALYSIS; PHOSPHORIC-ACID; TRANSFER HYDROGENATION; CASCADE REACTION; ONE-POT;

D O I：

10.1002/anie.200805385

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enriching experience: Chiral phosphoric acids have been used to catalyze the title transformation for aromatic and aliphatic hemiaminal ethers. The process affords the corresponding products in good to high enantioselectivity (see scheme; Boc=tert-butoxycarbonyl, G=aromatic group). The method enables facile access to highly enantioenriched 1,3-diamine derivatives. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2553 / 2556

页数：4

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