A stereospecific synthesis of vicinal amino alcohols by aminolysis of vinylepoxides

被引：31

作者：

Lindstrom, UM ^{[1
]}

Franckowiak, R ^{[1
]}

Pinault, N ^{[1
]}

Somfai, P ^{[1
]}

机构：

[1] LUND UNIV,LUND INST TECHNOL,CTR CHEM & CHEM ENGN,S-22100 LUND,SWEDEN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 11期

关键词：

D O I：

10.1016/S0040-4039(97)00224-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several vinylepoxides have been prepared and subjected to a TsOH . H2O-catalyzed aminolysis reaction to afford the corresponding amino alcohols in good yields. The nucleophilic addition is stereospecific and proceeds with high regioselectivity at the allylic position, unless other stereoelectronic effects competes. The aminolysis reaction is sensitive to steric hindrance at or in the proximity of the oxirane nuclei. (C) 1997 Elsevier Science Ltd.

引用

页码：2027 / 2030

页数：4

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