TOTAL SYNTHESIS OF RHYNCOPHYLLOL AND DL-ISORHYNCOPHYLLOL

被引：57

作者：

VAN TAMELEN, EE

YARDLEY, JP

MIYANO, M

HINSHAW, WB

机构：

[1] Departments of Chemistry, University of Wisconsin, Madison

[2] Stanford University, Stanford

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1969年 / 91卷 / 26期

关键词：

D O I：

10.1021/ja01054a022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple synthesis of rhyncophyllol (14), involving in its last stage a biogenetic-type cyclization reaction, has been completed. The scheme embraces the following intermediates: 7,9 (X = H), 11,12,13,3, and 4. In addition, an independent synthesis of the diastereoisomeric system, dl-isorhyncophyllol, was achieved by starting with a tetracyclic indole base (15) available by cyclization of the indolic dialdehyde 2. The cyclization aspects are interpreted in terms of stereoformulas 24 and 25 for rhyncophyllol and isorhyncophyllol, respectively. © 1969, American Chemical Society. All rights reserved.

引用

页码：7333 / +

页数：1

共 17 条

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[2]

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[3]

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