FeCl3•6H2O, a Catalyst for the Diastereoselective Synthesis of cis-Isoxazolidines from N-Protected δ-Hydroxylamino Allylic Acetates

被引：26

作者：

Cornil, Johan ^{[1
]}

Guerinot, Amandine ^{[1
]}

Reymond, Sebastien ^{[1
]}

Cossy, Janine ^{[1
]}

机构：

[1] ESPCI ParisTech, UMR CNRS 7084, Chim Organ Lab, F-75231 Paris 05, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 20期

关键词：

ONE-POT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; AMINO-ACIDS; CYCLOADDITION; CYCLIZATION; REDUCTION; ALKALOIDS; HOMOALLYLHYDROXYLAMINES; PYRINODEMIN; CLEAVAGE;

D O I：

10.1021/jo401627p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An ecofriendly and diastereoselective synthesis of cis-3,5-disubstituted isoxazolidines through the FeCl(3 center dot)6H(2)O-catalyzed cyclization of (5-hydroxylamino allylic acetates is described. The synthetic potential of these products is highlighted by the preparation of several functionalized 1,3-amino alcohol precursors.

引用

页码：10273 / 10287

页数：15

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