Nickel-catalyzed regio- and stereoselective homo 1,4-dialkenylation of conjugated dienes.

被引:10
作者
Jou, DC [1 ]
Hsiao, TY [1 ]
Wu, MY [1 ]
Kong, KC [1 ]
Cheng, CH [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30043, Taiwan
关键词
D O I
10.1016/S0040-4020(97)10205-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,3-Dimethyl-1,3-butadiene and cyclic dienes react with beta-iodoenones (RI: S-Iodo-2-cyclohexen-1-one, 5,5-dimethyl-3-iodo-2-cyclohexen-1-one and 3-iodo-2-cyclopenten-1-one) in the presence of Zn and catalytic amount of NiBr2 to afford the corresponding home 1;4-addition products in good yields. For 2,3-dimethyl-1,3-butadiene, only the products RCH2C(CH3)=C(CH3)CH2R with Z geometry were observed. For cyclic dienes, the products observed are RCHCH=CHCHR(CH2)(n)CH2 in which the two alkenyl substituents R are cis to each other. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:1041 / 1052
页数:12
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