Marked deuterium isotope effects on the enantioselectivity in rhodium-catalyzed asymmetric hydrogenation of enamides.
Marked deuterium isotope effects on the enantioselectivity in rhodium-catalyzed asymmetric hydrogenation of enamides.
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DOI：
10.1002/asia.200800146
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发表时间：
2008-09
期刊：
影响因子：
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通讯作者：
T. Imamoto;T. Itoh;Kazuhiro Yoshida;I. Gridnev
中科院分区：
文献类型：
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作者：
T. Imamoto;T. Itoh;Kazuhiro Yoshida;I. Gridnev
研究了铑催化烯酰胺及相关底物不对称氢化反应中氘同位素效应对不对称选择性的影响。在具有能够形成氢键的邻位取代基的芳基取代的烯酰胺的氢化中观察到明显的氘同位素效应。所观察到的同位素效应解释在两个二氢化物中间体和dideuteride中间体，存在于催化循环中的平衡的竞争反应。
Deuterium isotope effects on the enantioselectivity in the rhodium-catalyzed asymmetric hydrogenation of enamides and related substrates have been studied. Distinct deuterium isotope effects were observed in the hydrogenation of aryl-substituted enamides having an ortho substituent that is capable of forming a hydrogen bond. The observed isotope effects are interpreted in terms of the competitive reactions of two dihydride intermediates and dideuteride intermediates that exist in equilibrium in the catalytic cycle.