Synthesis of enantiopure 1,3-oxazolidin-2-ones from α-dibenzylamino esters

被引：5
|
作者：
Ochoa-Teran, Adrian [1 ]
Rivero, Ignacio. A. [1 ]
机构：
[1] Inst Tecnol Tijuana, Ctr Grad & Invest Quim, Apartado Postal 1166, Tijuana 22000, Mexico
来源：
ARKIVOC | 2008年
关键词：
Enantiopure; 1,3-oxazolidin-2-ones; stereoselective addition;
D O I：
10.3998/ark.5550190.0009.e30
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new method to obtain enantiopure 5-substituted 1,3-oxazolidin-2-ones 1 from alpha-dibenzylamino esters 2 is reported. This methodology is based on the Lewis acid catalyzed stereoselective addition of trimethylsilyl cyanide to chiral alpha-dibenzylamino aldehydes 3. Magnesium chloride and zinc iodide were tested to catalyze the addition, obtaining higher stereoselectivity with zinc iodide than with magnesium chloride.
引用
收藏
页码：330 / 343
页数：14
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