STEREOSELECTIVE 2-STEP CHEMICAL PREPARATION OF 1,4-DIALKYL-1,4-DIMETHOXYCYCLOHEXA-2,5-DIENES

被引:11
作者
ALONSO, F [1 ]
YUS, M [1 ]
机构
[1] UNIV ALICANTE,DEPT QUIM ORGAN,APTDO 99,E-03080 ALACANT,SPAIN
关键词
D O I
10.1016/S0040-4020(01)89749-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of p-benzoquinone (1) with several organolithium compounds (methyl-, ethyl-, n-butyl-, phenylithium) led, after hydrolysis with water, to the corresponding crude diols 4, which were successively treated with sodium hydride and methyl iodide yielding the expected 1,4-dialkyl-1,4-dimethoxycyclohexa-2,5-dienes 2a-d in a stereoselective manner. The use of a tandem process with two different organolithium reagents followed by methylation by the same procedure yielded stereoselectively the mixed 1-alkyl-4-alkyl' derivatives 2e,f.
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页码:7471 / 7476
页数:6
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