Enantioselective activation of aldehydes by chiral phosphoric acid catalysts in an aza-ene-type reaction between glyoxylate and enecarbamate
Enantioselective activation of aldehydes by chiral phosphoric acid catalysts in an aza-ene-type reaction between glyoxylate and enecarbamate
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DOI：
10.1002/anie.200800232
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发表时间：
2008-01-01
影响因子：
16.6
通讯作者：
Momiyama, Norie
中科院分区：
文献类型：
--
作者：
Terada, Masahiro;Soga, Kazuyo;Momiyama, Norie
（给出的化学方程式）双重相互作用：乙醛酸酯与烯氨基甲酸酯的高度对映和非对映选择性氮杂烯型反应是通过使用二元醇衍生的磷酸催化剂来完成的（参见方案）。 DFT 计算分析表明，催化剂和醛之间形成的两个氢键对于高对映选择性至关重要。
(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.