STEREOSELECTIVE TOTAL SYNTHESES OF CONDURITOL-F AND CONDURITOL-A FROM TRICYCLO[6.2.1.0(2,7)]UNDECA-4,9-DIEN-3,6-DIONE

被引：9

作者：

MGANI, QA

KLUNDER, AJH

NKUNYA, MHH

ZWANENBURG, B

机构：

[1] CATHOLIC UNIV NIJMEGEN,CTR MOLEC STRUCT DESIGN & SYNTHESIS,NSR,DEPT ORGAN CHEM,6525 ED NIJMEGEN,NETHERLANDS

[2] UNIV DAR ES SALAAM,DEPT CHEM,DAR ES SALAAM,TANZANIA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 26期

关键词：

D O I：

10.1016/0040-4039(95)00829-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Effective syntheses of conduritols-F and A have been accomplished starting from cyclopentadiene/benzoquinone adduct 6. Key intermediates are tricyclic acetates 9 and 15 which, when subjected to flash vacuum thermolysis, afford epoxycyclohexene diacetate 10 and cyclohexadiene diacetate 17 respectively. Conduritol-F is obtained from 10 by hydrolysis while conduritol-A is produced from 17 by osmylation. In both cases the final step involves removal of the acetate groups by amidation with ammonia.

引用

页码：4661 / 4664

页数：4

共 36 条

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