MiPNO, a new chiral cyclic nitrone for enantioselective amino acid synthesis the cycloaddition approach

被引:23
|
作者
Thiverny, Maryse [1 ]
Philouze, Christian [1 ]
Chavant, Pierre Yves [1 ]
Blandin, Veronique [1 ]
机构
[1] Univ Grenoble 1, CNRS, ICMG FR 2607, Dept Chim Mol,UMR 5250, F-38041 Grenoble, France
关键词
1,3-DIPOLAR CYCLOADDITION; ALPHA-ALKOXYCARBONYLNITRONES; BUILDING-BLOCKS; N-HYDROXY; ACCESS; REARRANGEMENT; PRECURSORS; PRINCIPLE; PEPTIDES; REAGENTS;
D O I
10.1039/b918612c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The resolution of chiral nitrones via derivatization of hydroxylamines was applied to MiPNO, a new, stable, easily prepared chiral cyclic nitrone. The application of MiPNO in totally regio- and diastereo-selective 1,3-dipolar cycloaddition reactions provides an expeditious enantioselective access to unusual gamma-hydroxy alpha-amino acids.
引用
收藏
页码:864 / 872
页数:9
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