TOTAL SYNTHESIS OF (+/-)-CLAVUKERIN-A - A NEW TRINORGUAIANE SESQUITERPENE - BIOMIMETIC SYNTHESIS OF (+/-)-CLAVULARIN-A FROM (+/-)-CLAVUKERIN-A

被引：29

作者：

KIM, SK ^{[1
]}

PAK, CS ^{[1
]}

机构：

[1] KOREA RES INST CHEM TECHNOL,POB 9,TAEJON,SOUTH KOREA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 24期

关键词：

D O I：

10.1021/jo00024a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+/-)-Clavukerin A, 2,8-dimethylbicyclo[5.3.0]deca-5,7-diene, was first synthesized utilizing thermal [2 + 2] cycloaddition and two carbon ring expansion reactions as key elements. (+/-)-Clavukerin A was transformed, via photooxidation mimicking the biogenetic reaction, into (+/-)-clavukerin C, which was further rearranged into (+/-)-clavularin A by acid catalysis.

引用

页码：6829 / 6832

页数：4

共 19 条

[11]

KOBAYASHI M, 1983, CHEM PHARM BULL, V31, P6

[12]

LERDAL D, 1978, TETRAHEDRON LETT, P3227

[13] A CONVENIENT REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED CYCLOHEPTENONES [J].