A new artificial cyclase for polyprenoids:: Enantioselective total synthesis of (-)-chromazonarol, (+)-8-epi-puupehedione, and (-)-11′-deoxytaondiol methyl ether

被引：157

作者：

Ishibashi, H

Ishihara, K

Yamamoto, H

机构：

[1] Nagoya Univ, Grad Sch Engn, Nagoya, Aichi 4648603, Japan

[2] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 36期

关键词：

D O I：

10.1021/ja0472026

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This paper describes a new artificial cyclase, optically pure 3-o-fluorobenzyloxy-2-hydroxy-2′-(p-methoxybemzyl)-1,1′-binaphthyl·SnCl4, which is effective for the enantioselective cyclization of 2-(polyprenyl)phenol derivatives to afford polycyclic terpenoids bearing a chroman skeleton such as (-)-chromazonarol, (+)-8-epi-puupehedione, a key synthetic intermediate of (+)-wiedendiol, and (-)-11′-deoxytaondiol methyl ether. Copyright © 2003 American Chemical Society.

引用

页码：11122 / 11123

页数：2

共 11 条

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