MODEL STUDIES DIRECTED TOWARDS MICROALGA POLYETHER TOXINS - A STEREOSELECTIVE ENTRY INTO C8 OXEPANE SUBUNITS

被引：26

作者：

ALVAREZ, E ^{[1
]}

DIAZ, MT ^{[1
]}

PEREZ, R ^{[1
]}

MARTIN, JD ^{[1
]}

机构：

[1] UNIV LA LAGUNA,CSIC,CTR PROD NAT ORGAN ANTONIO GONZALEZ,CTRA LA ESPERANZA 2,E-38206 LA LAGUNA,SPAIN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)79691-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic strategy for the regio and stereospecific synthesis of meso beta-alkoxy-substituted oxepanes involving iodine promoted transannular ring expansion of 9-oxobicyclo (6.1.0) non-4-en-2-one was studied. Stereocontrolled 1,4-dioxygenation of oxepadienes using single oxygen addition occurs trans to the existing substituents and the resulting endoperoxides were cleanly partially hydrogenated using Lindlar catalyst in methanol to give the target substances.

引用

页码：2241 / 2244

页数：4

共 20 条

[1] SYNTHESIS OF THE ENDOPEROXIDE ANTI-7,8-DIOXATRICYCLO[4.2.2.02,5]DECA-3,9-DIENE VIA SINGLET OXYGENATION OF THE BICYCLIC VALENCE TAUTOMER OF CYCLOOCTATETRAENE AND ITS TRANSFORMATIONS [J].