Rearrangement of cyclobutyl carbinyl radicals: Total synthesis of the spirovetivane phytoalexin (+/-)-lubiminol

被引：21

作者：

Crimmins, MT

Wang, Z

McKerlie, LA

机构：

[1] Venable and Kenan Labs. of Chemistry, Univ. of N. Carolina, Chapel Hill

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 48期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(96)02020-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of the phytoalexin (+/-)-lubiminol 1 has been accomplished. The synthesis relies on a conjugate addition-cyclization reaction to prepare a photosubstrate for a stereoselective intramolecular photoaddition reaction. The photoadduct is transformed into the required spiro [5.4] decane through a radical fragmentation-rearrangement reaction. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：8703 / 8706

页数：4

共 32 条

[1] ADDITION OF ZINC HOMOENOLATES TO ACETYLENIC ESTERS AND AMIDES - A FORMAL [3+2] CYCLOADDITION [J].