RING-OPENING REACTIONS OF "CIS-2,3-BIS(4-METHOXYBENZYL)OXIRANE AND TRANS-2,3-BIS(4-METHOXYBENZYL)OXIRANE - COMPETITION BETWEEN ASSISTANCE BY AND MIGRATION OF AN ARYL GROUP

被引:23
作者
CROTTI, P [1 ]
FERRETTI, M [1 ]
MACCHIA, F [1 ]
STOPPIONI, A [1 ]
机构
[1] FAC FARM PISA,IST CHIM ORGAN & CHIM FARMACEUT,I-56100 PISA,ITALY
关键词
D O I
10.1021/jo00364a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2759 / 2766
页数:8
相关论文
共 23 条
[1]   STERIC INHIBITION OF RESONANCE AND REGIOSELECTIVITY AND STEREOSELECTIVITY IN RING-OPENING OF 1-ARYL-SUBSTITUTED EPOXIDES - REACTIONS OF 1-PHENYL-2,2-DIMETHYL-7-OXABICYCLO[4.1.0]HEPTANE UNDER ACIDIC CONDITIONS [J].
BALSAMO, A ;
CROTTI, P ;
MACCHIA, B ;
MACCHIA, F .
TETRAHEDRON, 1973, 29 (01) :199-204
[2]  
BAN Y, 1958, CHEM PHARM BULL, V6, P574
[3]  
BARILI PL, 1971, GAZZ CHIM ITAL, V101, P300
[4]   EFFECT OF AN ALKYNYL GROUP ON THE REGIOCHEMISTRY AND STEREOCHEMISTRY OF THE RING-OPENING OF 1,2-EPOXIDES - RING-OPENING REACTIONS OF 1-ETHYNYL-1,2-EPOXYCYCLOHEXANE [J].
BATTISTINI, C ;
CROTTI, P ;
MACCHIA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (02) :434-438
[5]   CONFIGURATIONAL AND CONFORMATIONAL STEREOSELECTIVITY IN THE ACID-CATALYZED RING-OPENING OF 1-PHENYLCYCLOHEXENE OXIDES [J].
BATTISTINI, C ;
CROTTI, P ;
DAMIANI, D ;
MACCHIA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) :1643-1647
[6]   EFFECT OF SUBSTITUENTS ON STEREOSELECTIVITY OF ACID-CATALYZED HYDROLYSIS OF A SERIES OF ARYLOXIRANS - NEW APPLICATION OF HAMMETT EQUATION [J].
BATTISTINI, C ;
BALSAMO, A ;
BERTI, G ;
CROTTI, P ;
MACCHIA, B ;
MACCHIA, F .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (17) :712-713
[7]   MARKED NORMAL SALT EFFECTS ON STEREOSELECTIVITY OF RING-OPENING OF AN ARYLOXIRANE IN ACID-MEDIA [J].
BATTISTINI, C ;
CROTTI, P ;
FERRETTI, M ;
MACCHIA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (25) :4067-4071
[8]  
BERTI G, 1984, J CHEM SOC PERK T 1, P1183, DOI 10.1039/p19840001183
[10]  
BUCHANAN JG, 1972, SELECTIVE ORGANIC TR, V1, P1