EVIDENCE FOR ELECTRON-TRANSFER IN REACTIONS OF NUCLEOPHILES WITH OPTICALLY-ACTIVE ALKYL-HALIDES - A CHALLENGE TO THE SN2 TRANSITION-STATE

被引：28

作者：

ASHBY, EC

PHAM, TN

机构：

来源：

TETRAHEDRON LETTERS | 1987年 / 28卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(00)95466-2

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：3183 / 3186

页数：4

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共 17 条

[1] SOLVENT AND COUNTERION EFFECTS ON THE STEREOCHEMISTRY AND THE COMPETITION BETWEEN ELECTRON-TRANSFER AND SN2 MECHANISMS IN THE REACTIONS OF (TRIMETHYLSTANNYL)ALKALIES WITH BROMIDES [J].

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[2] SPECTROSCOPIC EVIDENCE FOR THE REDUCTION OF ALKYL-HALIDES BY METAL-HYDRIDES VIA A SINGLE ELECTRON-TRANSFER MECHANISM [J].

ASHBY, EC ;

GOEL, AB ;

DEPRIEST, RN .

TETRAHEDRON LETTERS, 1981, 22 (38) :3729-3732

[3] EVIDENCE FOR SINGLE ELECTRON-TRANSFER IN THE REDUCTION OF ORGANIC HALIDES BY LITHIUM TRIETHYLBOROHYDRIDE [J].

ASHBY, EC ;

WENDEROTH, B ;

PHAM, TN ;

PARK, WS .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (23) :4505-4509

[4] ELECTRON-TRANSFER IN THE REDUCTION OF PRIMARY HALIDES BY METAL-HYDRIDES [J].

ASHBY, EC ;

DEPRIEST, RN ;

GOEL, AB .

TETRAHEDRON LETTERS, 1981, 22 (19) :1763-1766

[5] CONCERNING THE REDUCTION OF ALKYL-HALIDES BY LIALH4 - EVIDENCE THAT ALH3 PRODUCED INSITU IS THE ONE ELECTRON-TRANSFER AGENT [J].

ASHBY, EC ;

DEPRIEST, RN ;

PHAM, TN .

TETRAHEDRON LETTERS, 1983, 24 (28) :2825-2828

[6] THE USE OF 5-HALOCYCLOOCTENES AS A RADICAL PROBE - REACTIONS WITH LITHIUM ALUMINUM-HYDRIDE [J].

ASHBY, EC ;

PHAM, TN .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (19) :3598-3602

[7] EVIDENCE FOR INVERSION OF CONFIGURATION IN REACTIONS INVOLVING RADICAL PROCESSES [J].

ASHBY, EC ;

DEPRIEST, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (22) :6144-6146

[8] SINGLE ELECTRON-TRANSFER IN REACTIONS OF ALKYL-HALIDES WITH LITHIUM THIOLATES [J].

ASHBY, EC ;

PARK, WS ;

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SU, WY .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25) :5184-5193

[9] EVIDENCE FOR ELECTRON-TRANSFER IN THE REACTION OF (TRIMETHYLSTANNYL)SODIUM WITH PRIMARY ALKYL-HALIDES [J].

ASHBY, EC ;

SU, WY ;

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ORGANOMETALLICS, 1985, 4 (09) :1493-1501

[10] ELECTRON-TRANSFER IN THE REACTIONS OF ALKYL-HALIDES WITH SODIUM TRIMETHYLTIN [J].

ASHBY, EC ;

DEPRIEST, RN ;

SU, WY .

ORGANOMETALLICS, 1984, 3 (11) :1718-1727