A novel synthesis of bicyclo(3.1.0)hexane system from Carvone

被引：0
|
作者：
Sayed, AA [1 ]
Wadia, MS
机构：
[1] Abeda Inamdar Senior Coll Girls, Dept Chem, Poona 411001, Maharashtra, India
[2] Univ Poona, Dept Chem, Ganeshkhind 411007, India
来源：
CURRENT SCIENCE | 1999年 / 77卷 / 06期
关键词：
D O I：
暂无
中图分类号：
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
Bicycle (3.1.0.) hexanes have been synthesized starting with carvone, a monoterpene. The methodology involves cyclization of gamma-hydroxy sulphones with p-toluene sulphonyl chloride (TsCI) and sodium hydride (NaH). These gamma-hydroxy sulphones were obtained by sodium borohydride (NaBH(4)) reduction of gamma-ketosulphones which in turn were prepared by Michael addition of p-toluene sulphinic acid on carvone. Two sets of hitherto unknown bicycle (3.1.0) hexane were isolated in 60% and 72% yield, respectively. The reaction sequence for the above methodology is shown in the scheme.
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页码：818 / 820
页数：3
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