1,4-bis(arylsulfonyl)-1,2,3,4-tetrahydropyridines in synthesis: Stereoselective homo- and hetero-Diels-Alder reactions

被引：8

作者：

Adelbrecht, JC

Craig, D

Fleming, AJ

Martin, FM

机构：

[1] Univ London Imperial Coll Sci & Technol, Dept Chem, London SW7 2AZ, England

[2] Eli Lilly & Co, Lilly Res Ctr, Windlesham GU20 6PH, Surrey, England

来源：

SYNLETT | 2005年 / 17期

基金：

英国工程与自然科学研究理事会;

关键词：

Diels-Alder reaction; nitroso dienophile; palladium-catalysed coupling; stereoselective synthesis; tetrahydropyridine;

D O I：

10.1055/s-2005-917073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalysed coupling of a vinylstannane or vinyl boronic acids with 5-iodo-1,4-bis(tosyl)-1,2,3,4-tetrahydropyridines yields 1,3-dienes. These participate in homo- and hetero-Diels-Alder reactions with unsaturated carbonyl compounds and with nitroso species generated in situ to give novel bicyclic compounds in a highly stereoselective fashion.

引用

页码：2643 / 2647

页数：5

共 18 条

[1] 1,4-bis(arylsulfonyl)-1,2,3,4-tetrahydropyridines in synthesis.: Regio- and stereoselective SN1 reactions [J].