Direct catalytic diastereoselective Mannich reactions: the synthesis of protected α-hydroxy-β-aminoketones

被引：7

作者：

Stainforth, Nikki E. ^{[1
]}

Cutting, Gary A. ^{[2
]}

John, Matthew P. ^{[3
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[3] GlaxoSmithKline, Chem Dev Div, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON-ASYMMETRY | 2009年 / 20卷 / 6-8期

基金：

英国工程与自然科学研究理事会;

关键词：

ASYMMETRIC ALDOL REACTION; DINUCLEAR ZINC CATALYST; ENANTIOSELECTIVE SYNTHESIS; CONTAINING LIGANDS; AMINO; ROUTE; ALDEHYDES;

D O I：

10.1016/j.tetasy.2009.03.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The combination of Mg(ClO4)(2), 2,2'-bipyridine and N-methylmorpholine generates an effective catalyst system for the direct addition of alpha-carbonate-substituted ketones to aryl N-Ts imines. Methyl-carbonate-substituted ketones deliver acyclic alpha-hydroxy-beta-aminoketone derivates, while ketones Substituted with alpha-iso-propenyl-carbonates furnish cyclic carbamate adducts. In both cases the anti-configured Mannich products dominate. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：741 / 743

页数：3

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