ASYMMETRIC-SYNTHESIS OF CYCLOHEX-2-ENOLS - THE EXAMPLES OF SEUDENOL AND ANALOGS

被引：11

作者：

BUENO, AB ^{[1
]}

CARRENO, MC ^{[1
]}

RUANO, JLG ^{[1
]}

HAMDOUCHI, C ^{[1
]}

机构：

[1] UNIV AUTONOMA MADRID,DEPT QUIM ORGAN CI,E-28049 MADRID,SPAIN

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 06期

关键词：

D O I：

10.1016/0957-4166(95)00152-F

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient Synthesis of enantiomerically pure cyclohex-2-enols from the reaction of 2-p-tolylsulfinyl cyclohexanols with (CF3CO)(2)O/Py and subsequent hydrogenolysis of the C-S bond with Li/Naphthalene, is reported. This strategy has been applied to the asymmetric synthesis of seudenol and 1-methylcyclohex-2-en-1-ol. New data on the rearrangement of the trifluoroacetate group when 2-p-tolylsulfinyl-1-methylcyclohexenols are treated under the Pummerer reaction conditions are also reported.

引用

页码：1237 / 1240

页数：4

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