REGIOCHEMICAL CONTROL OF THE RING-OPENING OF 1,2-EPOXIDES BY MEANS OF CHELATING PROCESSES .3. AMINOLYSIS AND AZIDOLYSIS OF THE CIS-OXIDES AND TRANS-OXIDES DERIVED FROM 4-(BENZYLOXY)CYCLOHEXENE

被引：78

作者：

CHINI, M

CROTTI, P ^{[1
]}

FLIPPIN, LA

MACCHIA, F

机构：

[1] UNIV PISA,DIPARTIMENTO CHIM BIOORGAN,VIA BONANNO 33,I-56126 PISA,ITALY

[2] SAN FRANCISCO STATE UNIV,DEPT CHEM & BIOCHEM,SAN FRANCISCO,CA 94132

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 25期

关键词：

D O I：

10.1021/jo00025a018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The previously observed regiocontrol of the ring-opening of epoxides bearing a remote polar group such as the title compounds (1 and 2) can also be achieved by metal-assisted methods for the direct aminolysis and azidolysis of epoxides. The appropriate use of the metal-assisted chelating or nonchelating procedures in the ring-opening of cis-epoxide 1 effects practically complete regiocontrol of these reactions, thus leading to regioalternating processes for the aminolysis and the azidolysis of 1.

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页码：7043 / 7048

页数：6

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