Synthesis of alkylidenecyclopentenones via the coupling of propargyl alcohol derivatives with cyclopropylcarbene-chromium complexes

被引:17
作者
Herndon, JW [1 ]
Zhu, J
机构
[1] New Mexico State Univ, Dept Chem & Biochem, Las Cruces, NM 88003 USA
[2] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
关键词
D O I
10.1021/ol990002s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The coupling of propargylic alcohols and their derivatives with cyclopropylcarbene-chromium complexes has been investigated. The coupling reaction leads to alkylidenecyclopentenones or alkoxyalkylcyclopentenones, depending on the leaving group ability of the propargyl substituent. A mechanism involving formation of a cyclpentadienone, followed by reduction and beta-elimination, was proposed.
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页码:15 / 18
页数:4
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