SOLVOLYTIC STEREOSELECTIVE COUPLING REACTION OF P-METHOXYPHENYLMAGNESIUM BROMIDE WITH SUBSTITUTED ALLYLIC CHLORIDES

被引:9
作者
LAJIS, NH
KHAN, MN
机构
关键词
D O I
10.1016/S0040-4020(01)88206-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alpha- and gamma-coupling reactions of a few substituted allylic chlorides with p-methoxyphenylmagnesium bromide were concluded as to invovle the formation of an intimate ion-pair intermediate. The solvents used gave substantial effects both on the regio-and stereo-selectivity of the reaction.
引用
收藏
页码:1109 / 1114
页数:6
相关论文
共 13 条
[1]  
ANDERSON RJ, 1970, J AM CHEM SOC, V92, P7735
[2]   KINETICS OF METHANOLYSIS OF AND OF SODIUM METHOXIDE INDUCED ELIMINATION FROM SUBSTITUTED BENZYLDIMETHYLCARBINYL CHLORIDES [J].
BUNNETT, JF ;
SRIDHARAN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1458-1463
[3]  
COUTS RT, 1978, CAN J CHEM, V56, P30544
[5]   SOLVOLYTIC STEREOSELECTIVE DEHALOGENATION OF VIC-DIHALIDES [J].
KHURANA, JM ;
MAIKAP, GC .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2582-2584
[6]  
Lajis M. N., 1985, PERTANIKA, V8, P105
[8]   COUPLING REACTION OF PHENYLLITHIUM WITH ALLYLIC CHLORIDES - INFLUENCE OF METHYL SUBSTITUENTS ON DISTRIBUTION OF PRODUCTS [J].
MAGID, RM ;
NIEH, EC ;
GANDOUR, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (15) :2099-&
[9]   COUPLING OF PHENYLLITHIUM WITH TRANS-1-CHLORO-2-BUTENE AND CIS-1-CHLORO-2-BUTENE [J].
MAGID, RM ;
GANDOUR, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (01) :269-&
[10]  
MARCH J, 1977, ADV ORGANIC CHEM REA, P168