Enantioselective activation of aldehydes by chiral phosphoric acid catalysts in an aza-ene-type reaction between glyoxylate and enecarbamate

被引：142

作者：

Terada, Masahiro ^{[1
]}

Soga, Kazuyo ^{[1
]}

Momiyama, Norie ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 22期

关键词：

asymmetric catalysis; Bronsted acids; ene reactions; phosphoric acids; transition states;

D O I：

10.1002/anie.200800232

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Double interaction doesit: Highly enantio- and diastereoselective aza-ene-type reaction of glyoxylate with an enecarbamate is accomplished by using a binol-derived phosphoric acid catalyst (see scheme). DFT computational analysis revealed that two hydrogen bonds formed between the catalyst and the aldehyde are critical for the high enantioselectivity. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4122 / 4125

页数：4

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