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
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
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页码:6829 / 6832
页数:4
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