Stereoselective reductions with macrocyclic NADH models

被引：17

作者：

Gran, U ^{[1
]}

Wennerström, O ^{[1
]}

Westman, G ^{[1
]}

机构：

[1] Chalmers Univ Technol, Dept Organ Chem, S-41296 Gothenburg, Sweden

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 14期

关键词：

D O I：

10.1016/S0957-4166(00)00248-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Macrocyclic NADH models with two (C-2 symmetry) or four (D-2 symmetry) nicotinamide units comprised in a ring have been prepared and found to reduce activated carbonyl compounds in good yields and high enantiomeric excess. The roles of magnesium ions as a cocatalyst and the temperature have also been investigated. The smaller, C-2-symmetric macrocycle gave 96% ee upon reduction of ethyl benzoylformate whereas the best result with the larger D-2-symmetric model was 81% ee for the reduction of methyl benzoylformate. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3027 / 3040

页数：14

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