BIOMIMETIC TOTAL SYNTHESIS OF PROTO-DAPHNIPHYLLINE

被引：80

作者：

PIETTRE, S ^{[1
]}

HEATHCOCK, CH ^{[1
]}

机构：

[1] UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720

来源：

SCIENCE | 1990年 / 248卷 / 4962期

关键词：

D O I：

10.1126/science.248.4962.1532

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Proto-daphniphylline, the imputed biogenetic parent of the Daphniphyllum alkaloids, has been assembled in a biogenetically styled laboratory synthesis in which a pentacyclization process is the fundamental synthetic stratagem. This extraordinary transformation involves the formation of six σ-bonds under the influence of three elementary reagents-potassium hydroxide, anmnonia, and acetic acid. The facility of the process adds credibility to the previous speculation that a similar process is an important step in the biosynthesis of the Daphniphyllum alkaloids.

引用

页码：1532 / 1534

页数：3

共 13 条

[1] RESEARCHES ON ACETYLENIC COMPOUNDS .1. THE PREPARATION OF ACETYLENIC KETONES BY OXIDATION OF ACETYLENIC CARBINOLS AND GLYCOLS [J].