1ST SYNTHESIS OF THE DIFURANSESQUITERPENE ATHANASIN AND THE ELUCIDATION OF ITS RELATIVE AND ABSOLUTE-CONFIGURATION

被引：8

作者：

BOJACK, G ^{[1
]}

BORNOWSKI, H ^{[1
]}

机构：

[1] TECH UNIV BERLIN,INST ORGAN CHEM,STR 17 JUNI 135,W-1000 BERLIN 12,GERMANY

来源：

TETRAHEDRON | 1991年 / 47卷 / 44期

关键词：

DIFURANSESQUITERPENE; NATURAL PRODUCT SYNTHESIS; SPECIAL FURAN BUILDING BLOCKS; RELATIVE AND ABSOLUTE CONFIGURATION; OPTICAL ROTATIONS;

D O I：

10.1016/S0040-4020(01)96205-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the naturally occurring difuransesquiterpene athanasin is described. Employing Seebach's method of ''self-reproduction of chirality'', the chiral oxirane 6 is built up, which is successively connected with suitable furan building blocks. Cyclization of the resulting diols 14 a/b gives the enantiomerically pure diastereomers 1a and 1b. Comparison of their spectroscopic data with athanasin after separation allows the elucidation of the natural product's relative and absolute configuration.

引用

页码：9179 / 9186

页数：8

共 12 条

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