文献类型：期刊文献

中文题名：异没药烯的合成

英文题名：A New Synthesis of Isobisabolene

作者：张建兴[1];吴达俊[1];沈永嘉[1]

机构：[1]华东理工大学精细化工研究所

年份：1995

卷号：5

期号：3

起止页码：205

中文期刊名：中国药物化学杂志

外文期刊名：Chinese Journal of Medicinal Chemistry

收录：CSTPCD;;CSCD:【CSCD_E2011_2012】；

基金：国家自然科学基金

语种：中文

中文关键词：异没药烯;倍半萜烯化合物;合成

外文关键词：Isobisabolene;Sesqiterpenes;Diels-Alder reaction;Grignard reaction

摘要：异没药烯的合成张建兴，吴达俊，沈永嘉（华东理工大学精细化工研究所，上海２００２３７）异没药烯（６）是一种天然倍半蒲烯化合物，存在于须芸草油（Ｖｅｔｉｖｅｒｏｉｌ，Ｂｈａｒａｔｐｕｒｖａｒｉｅｔｙ）［１］及加里福尼亚太平洋沿海地区产的花旗松（Ｐｓｅｎｄ...
The natural sesquiterpene,isobisabolene(6)was synthesized via a new route:3-buten-2-one(1) treated with Me3 SiCl-NaI-Et3N afforded 2-trimethylsiloxy-1,3-butadiene(2).The Diels-Alder reaction between(2)and acrylonitrile afforded 1-trimethylsiloxy-4-cyano-cyclo-hexene(3)in 25.0%yield.(3)reacted with 4-methyl-3-pentene-1-Magnesium iodide to give 2-methyl-6-keto-6-(4′-trimethylsiloxy-3′-cyclohexenyl)-2-hexene (4)in 77.9%yield.(4)was treated with K2CO3 to give 2-methyl-6-keto-6-(4′-keto-cyclohexanyl)-2-hexene(5) in 89.4%yield. The Wittig reaction between(5)and methylene triphenyl phosphorane afforded isobisabolene(6) in 71.4%yield. Compounds(3),(4) and(5)had never been reported in the lierature before and their structures were identified.