Five cholate-based nicotinamide adenine dinucleotide hydrogen (NADH) models have been designed and synthesized. The asymmetric reduction of methyl benzoylformate by the NADH models was investigated under the catalyst of Mg 2+ as complex center. The results indicated that these NADH models could reduce α-keto ester to α-hydroxyl ester, possessing the ability of hydride transfer and the low ability of chiral reduction. The enantiomeric excess value of the reduced product was up to 26%. Keywords

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... olic acid; NADH; chiral reduction; methyl benzoylformate 辅酶烟酰胺腺嘌呤二核苷酸( 磷酸)[nicotinamide adenine dinucleotide (phosphate) hydrogen, NAD + / NADH]广泛存在于生命能量代谢过程中, 它的氧化还 原循环是生物化学的一个重要过程. 作为一种负氢离子 给体, 氢化烟酰胺腺嘌呤二核苷酸(NADH)及其模型化 合物在对不饱和底物的还原过程中, 二氢吡啶环 C(4)位 上的一个负氢离子会选择性地转移到底物分子上, 从而 使还原产物具有较好的对映选择性值 [1] . 其不对称还原 涉及的底物通常有 α-酮酸酯 [1a,2] 、烯烃 [3] 和亚胺 [4] .