Totally diastereoselective addition of aryl Grignard reagents to the nitrone-based chiral glycine equivalent MiPNO

被引：14

作者：

Thiverny, Maryse ^{[1
]}

Farran, Daniel ^{[1
]}

Philouze, Christian ^{[1
]}

Blandin, Veronique ^{[1
]}

Chavant, Pierre Y. ^{[1
]}

机构：

[1] Univ Grenoble 1, CNRS, Dept Chim Mol, UMR 5250,ICMG FR 2607, F-38041 Grenoble 9, France

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 12期

关键词：

ALPHA-AMINO-ACIDS; BUTANESULFINYL IMINO ESTERS; CARBON RADICAL-ADDITION; 1,3-DIPOLAR CYCLOADDITION; ASYMMETRIC-SYNTHESIS; CRYSTAL-STRUCTURES; ARYLBORONIC ACIDS; EXCHANGE-REACTION; N-OXIDE; MAGNESIUM;

D O I：

10.1016/j.tetasy.2011.07.022

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of the chiral nitrone MiPNO (2-isopropyl-2,3-dimethyl-1-oxy-2,3-dihydro-imidazol-4-one) with Grignard reagents is totally diastereoselective. Using simple and functionalized arylmagnesium reagents, enantiopure hydroxylamines were obtained in fair to good yields, which in turn could be easily transformed into new chiral ketonitrones. The preparation of enantiopure L-phenylglycine derivatives is also described. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：1274 / 1281

页数：8

共 17 条

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