STEREOCHEMISTRY OF NUCLEOPHILIC-ADDITION REACTIONS .2. KINETICALLY CONTROLLED REACTION OF METHYL 4,6-O-BENZYLIDENE-2,3-DIDEOXY-3-NITRO-BETA-D-ERYTHRO-HEX-2-ENOPYRANOSIDE WITH HYDROGEN-CYANIDE - IMPORTANT ROLE OF ELECTROSTATIC INTERACTION

被引:28
作者
SAKAKIBARA, T [1 ]
SUDOH, R [1 ]
机构
[1] TOKYO INST TECHNOL,FAC SCI,DEPT CHEM,MEGURO KU,TOKYO 152,JAPAN
关键词
D O I
10.1021/jo00430a017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
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页码:1746 / 1750
页数:5
相关论文
共 30 条
[1]   STEREOCHEMISTRY OF MICHAEL ADDITION [J].
ABRAMOVITCH, RA ;
STRUBLE, DL .
TETRAHEDRON, 1968, 24 (01) :357-+
[2]   STEREOCHEMISTRY OF NUCLEOPHILIC-ADDITION REACTIONS - ADDITION OF DIETHYL MALONATE TO ETHYL 4-TERT-BUTYLCYCLOHEXENE-1-CARBOXYLATE - EQUILIBRATION OF 1-TERT-BUTYL-3-CARBOXYMETHYLCYCLOHEXANE-4-CARBOXYLIC ACIDS [J].
ABRAMOVITCH, RA ;
SINGER, SS ;
ROGIC, MM ;
STRUBLE, DL .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (01) :34-41
[3]   STEREOCHEMISTRY OF NUCLEOPHILIC ADDITION-REACTIONS - ADDITION OF THIOPHENOL AND OF HYDROGEN-CHLORIDE TO 4-TERT-BUTYL-1-CYANOCYCLOHEXENE [J].
ABRAMOVITCH, RA ;
ROGIC, MM ;
SINGER, SS ;
VENKATESWARAN, N .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (23) :3577-+
[4]   STEREOCHEMISTRY OF NUCLEOPHILIC ADDITION TO SOME CONJUGATED CYCLOHEXENES [J].
ALEXANDER, CW ;
JACKSON, WR ;
HAMDAM, MS .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (02) :94-+
[5]  
Baer H H, 1969, Adv Carbohydr Chem Biochem, V24, P67
[6]   REACTIONS OF NITRO SUGARS .19. CONFORMATIONAL PREFERENCE AND CONFIGURATIONAL EQUILIBRIA OF METHYL 3-DEOXY-3-NITRO-PENTOPYRANOSIDES AND THEIR NITRONATES [J].
BAER, HH ;
KOVAR, J .
CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (11) :1940-&
[7]   REACTIONS OF NITRO SUGARS .I. SOME BENZYLIDENE AND ACYL DERIVATIVES OF METHYL 3-DEOXY-3-NITRO-D-HEXOPYRANOSIDES [J].
BAER, HH ;
KIENZLE, F ;
NEILSON, T .
CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (06) :1829-&
[8]   REACTIONS OF NITRO SUGARS .20. ALKALINE EPOXIDATION OF CARBOHYDRATE NITROOLEFINS [J].
BAER, HH ;
RANK, W .
CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (19) :3192-&
[9]   A NOVEL SYNTHESIS FOR AMINODIDEOXY SUGARS 3-AMINO-2,3-DIDEOXY-D-ARABINO-HEXOSE [J].
BAER, HH ;
NEILSON, T .
CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (04) :840-&
[10]   AN ANOMALOUS STEREOCHEMICAL COURSE AND A COLOR PHENOMENON IN ADDITION OF ANTHRANILIC ACID TO A SUGAR NITRO OLEFIN . SYNTHESIS OF 2,3-DIAMINO-2,3-DIDEOXY-D-MANNOSE [J].
BAER, HH ;
KIENZLE, F .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (12) :3848-&