Absolute configuration of (+)-aureothin: A toxic metabolite possessing gamma-pyrone unit

被引：17

作者：

Ishibashi, Y ^{[1
]}

Ohba, S ^{[1
]}

Nishiyama, S ^{[1
]}

Yamamura, S ^{[1
]}

机构：

[1] KEIO UNIV, FAC SCI & TECHNOL, DEPT CHEM, KOHOKU KU, YOKOHAMA, KANAGAWA 223, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1995年 / 68卷 / 12期

关键词：

D O I：

10.1246/bcsj.68.3643

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The absolute configuration of aureothin (1) has been determined by synthesis of (-)-aureonone (4) bearing R-configuration. X-Ray single crystallographic analysis of 21 guaranteed the stereochemistry of the chiral center introduced by Sharpless asymmetric epoxidation, as well as that of isoaureothin (3) which was previously synthesized in a similar pathway. Aureothin (1) itself was also synthesized, although Wittig coupling reaction of 4 under basic conditions, caused a partial epimerization of the chiral center.

引用

页码：3643 / 3649

页数：7

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