1,(OMEGA-1)-DIENES - SOLVENT CONTROLLED UNILATERAL OR BILATERAL METALATION

被引:11
作者
MORET, E [1 ]
DESPONDS, O [1 ]
SCHLOSSER, M [1 ]
机构
[1] UNIV LAUSANNE, INST CHIM ORGAN, RUE BARRE 2, CH-1005 LAUSANNE, SWITZERLAND
关键词
D O I
10.1016/0022-328X(91)86133-B
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In hexane, i.e. under heterogeneous conditions, 1,(omega-1)-dienes readily undergo double deprotonation to give bis(allylmetal) intermediates. In tetrahydrofuran at - 75 or - 50-degrees-C, however, only monometalation occurs with dienes having chains of up to 12 carbon atoms. The practical potential of such selective monosubstitution reactions is demonstrated by two novel pheromone syntheses.
引用
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页码:83 / 91
页数:9
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