作者:Joseph Wolinsky、Prentice Hull、Edward M. White
DOI:10.1016/0040-4020(76)85005-3
日期:——
The reaction of sodium hydride or potassium t-butoxide with methyl epoxycitronellate (1) in dimethylformamide affords a mixture of cis,cis-puleganolide (2) and cis,trans-puleganolide (3) in high yield. When the cyclization is conducted at 110°, the isomeric 2-isopropenyl-5-methylcyclopentanecarboxylic acids (8a–d) become the major products. It is demonstrated that γ-lactones undergo alkoxide-induced
氢化钠或叔丁醇钾与环氧柠檬酸甲酯(1)在二甲基甲酰胺中的反应以高收率提供了顺式,顺式-聚来福来内酯(2)和顺式,反式-聚来福来内酯(3)的混合物。当环化反应在110°进行时,异构体2-异丙烯基-5-甲基环戊烷羧酸(8a–d)成为主要产物。证明γ-内酯经历醇盐诱导的消除,得到γ,δ-不饱和酸。