STRUCTURE AND TOTAL SYNTHESIS OF SPOROL AND NEOSPOROL

被引：20

作者：

ZIEGLER, FE ^{[1
]}

METCALF, CA ^{[1
]}

NANGIA, A ^{[1
]}

SCHULTE, G ^{[1
]}

机构：

[1] YALE UNIV,CTR CHEM INSTRUMENTAT,NEW HAVEN,CT 06511

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 07期

关键词：

D O I：

10.1021/ja00060a006

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The complete details of the synthesis of sporol (1) and its formerly assigned structure, neosporol (2), are provided. A highly stereoselective Claisen rearrangement sets the C5-C6 stereochemistry of the trichothecene skeleton. Subsequent functional group manipulation and ring closures led to the pentacyclic structures. The H-1 NMR studies that led to the structure reassignment are also discussed.

引用

页码：2581 / 2589

页数：9

共 42 条

[1] SIMPLE PROCEDURE FOR EPOXIDATION OF ACID-SENSITIVE OLEFINIC COMPOUNDS WITH META-CHLOROPERBENZOIC ACID IN AN ALKALINE BIPHASIC SOLVENT SYSTEM [J].