STEREOSELECTIVE SYNTHESIS OF DELTA(5)-OXONENE AND ITS NOVEL RING CONTRACTION TO DELTA(4)-OXOCENE

被引:28
作者
FUJIWARA, K [1 ]
TSUNASHIMA, M [1 ]
AWAKURA, D [1 ]
MURAI, A [1 ]
机构
[1] HOKKAIDO UNIV, GRAD SCH SCI, DIV CHEM, SAPPORO, HOKKAIDO 060, JAPAN
关键词
D O I
10.1016/0040-4039(95)01773-B
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective syntheses of t-3-bromo-r-2, c-9-diethyl- and r-2, c-9-diethyl-t-3-hydroxy-Delta(5)-oxonenes have been achieved by the oxidative acetalization of 2, 9-diethyl-Delta(2,5)-oxonadiene and subsequent reduction. Furthermore, the novel ring contraction of r-2, c-9-dielhyl-t-3-hydroxy-Delta(5)-oxonene to trans-2-(1-bromopropyl)-8-ethyl-Delta(4)-oxocene has been discovered.
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页码:8263 / 8266
页数:4
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