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
收藏
页码：741 / 743
页数：3
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