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

被引：31

作者：

BALSAMO, A ^{[1
]}

CROTTI, P ^{[1
]}

MACCHIA, B ^{[1
]}

MACCHIA, F ^{[1
]}

机构：

[1] UNIV PISA,IST CHIM ORG & CHIM FARM,PISA 56100,ITALY

来源：

TETRAHEDRON | 1973年 / 29卷 / 01期

关键词：

D O I：

10.1016/S0040-4020(01)99396-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：199 / 204

页数：6

共 6 条

[1] CRITICAL DEPENDENCE OF STABILITY OF AN OVERCROWDED BENZYLIC CARBOCATION ON AROMATIC RING SUBSTITUENT - SUBSTITUENT AND SOLVENT EFFECTS ON RING-OPENING OF 1-ARYL-SUBSTITUTED EPOXIDES - 1-(P-METHOXYPHENYL)-2,2-DIMETHYL-7-OXABICYCLO[4.1.0]HEPTANE
BALSAMO, A
CROTTI, P
MACCHIA, B
MACCHIA, F
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (07): : 874 - 877
[2] STEREOCHEMICAL EVIDENCE FOR ARYL PARTICIPATION IN THE RING-OPENING OF OXIRANES - RING-OPENING REACTIONS OF 1-BENZYL-1,2-EPOXYCYCLOHEXANE UNDER ACIDIC CONDITIONS
COSTANTINO, P
CROTTI, P
FERRETTI, M
MACCHIA, F
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (15): : 2917 - 2923
[3] MECHANISM AND STEREOCHEMISTRY OF OXETANE REACTIONS .2. HIGH SYN STEREOSELECTIVITY IN OXETANE RING-OPENING OF 6-PHENYL-7-OXABICYCLO[4.2.0]OCTANE UNDER ACIDIC CONDITIONS - COMPARISON WITH ANALOGOUS REACTIONS OF CORRESPONDING OXIRANE
BALSAMO, A
CROTTI, P
FERRETTI, M
MACCHIA, F
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (20): : 2870 - 2874
[4] CONJUGATIVE AND INDUCTIVE EFFECTS IN RING-OPENING OF 1-ARYL SUBSTITUTED OXIRANES - SOME REACTIONS OF 1-( PARA METHOXYPHENYL)-1,2-EPOXYCYCLOHEXANES AND 1-(META METHOXYPHENYL)-1,2-EPOXYCYCLOHEXANES UNDER ACIDIC CONDITIONS
BALSAMO, A
CROTTI, P
MACCHIA, B
MACCHIA, F
TETRAHEDRON, 1973, 29 (14) : 2183 - 2188
[5] Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes.: Part 14:: Regioselectivity of the opening reactions with MeOH of remote O-substituted 1,2-epoxycyclohexanes under gas-phase operating conditions
Crotti, P
Di Bussolo, V
Favero, L
Pineschi, M
Marianucci, F
Renzi, G
Amici, G
Roselli, G
TETRAHEDRON, 2000, 56 (38) : 7513 - 7524
[6] Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes.: Part 15:: Regioselectivity of the opening reactions with MeOH of remote O-substituted regio- and diastereoisomeric pyranosidic epoxides under condensed- and gas-phase operating conditions
Crotti, P
Renzi, G
Favero, L
Roselli, G
Di Bussolo, V
Caselli, M
TETRAHEDRON, 2003, 59 (09) : 1453 - 1467

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