MERCURY(II)-MEDIATED ROUTES TO SOME SIDE-CHAIN FUNCTIONALIZED 1,7-DIOXASPIRO[5.5]UNDECANES - APPLICATIONS OF LUCHE-BARBIER CHEMOSELECTIVE ADDITION TO KETOALDEHYDES

被引：5

作者：

DEVOSS, JJ ^{[1
]}

JAMIE, JF ^{[1
]}

BLANCHFIELD, JT ^{[1
]}

FLETCHER, MT ^{[1
]}

OSHEA, MG ^{[1
]}

KITCHING, W ^{[1
]}

机构：

[1] UNIV QUEENSLAND,DEPT CHEM,ST LUCIA,QLD 4072,AUSTRALIA

来源：

TETRAHEDRON | 1991年 / 47卷 / 10-11期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1016/S0040-4020(01)96110-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ketoaldehyde, 5-oxo-9-decenal (4) undergoes chemoselective addition to the aldehyde with either allyl or propargyl bromide under Luche-Barbier conditions. Oxymercuration-cyclisation of the resulting hydroxyketones, followed by reductive or oxidative demercuration, provides functionalised spiroacetals, some of which are of insect origin.

引用

页码：1985 / 1996

页数：12

共 31 条

[1] ISOLATION AND SYNTHESIS OF 1,7-DIOXASPIRO[5.5]UNDECANE AND 1,7-DIOXASPIRO-[5.5]UNDECAN-3-AND -4-OLS FROM THE OLIVE FLY (DACUS-OLEAE) [J].