Formal synthesis of (±)-mitsugashiwalactone and (±)-isodihydronepetalactone from norborn-5-en-2-one involving Shapiro reaction

被引：4

作者：

Chang, MY ^{[1
]}

Chang, NC ^{[1
]}

机构：

[1] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung, Taiwan

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 1999年 / 46卷 / 01期

关键词：

D O I：

10.1002/jccs.199900005

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A formal synthesis of (+/-)-mitsugashiwalactone (1) and (+/-)-isodihydro nepetalactone (2) was accomplished. Baeyer-Villiger lactonization of ketone 9 followed by acidic treatment led to the rearranged lactone 8, which underwent a series of functional group transformations to give cyclopentanone derivatives 19 and 20. Shapiro reaction on 21 and 22 in the presence of excess dry ice gave lactones 5 and 6. Lactones 5 and 6 previously have been converted to mitsugashiwalactone (1) and isodihydronepetalactone (2), respectively.

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页码：41 / 45

页数：5

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