Intramolecular azomethine ylide cycloaddition reactions to give octahydroindoles

被引:41
|
作者
Coldham, I
Crapnell, KM
Moseley, JD
Rabot, R
机构
[1] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England
[2] AstraZeneca Pharmaceut, Proc R&D Dept, Avlon Works, Bristol BS10 7ZE, Avon, England
关键词
D O I
10.1039/b104390k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The aldehyde 2-formyl-2-(pent-4-enyl)-1,3-dithiane 1, containing both alkene and aldehyde functional groups, is a good substrate for intramolecular dipolar cycloaddition reactions after condensation with various N-alkyl alpha -amino-esters. This paper reports the optimization, scope and stereoselectivity of this reaction to give octahydroindoles (2-azabicyclo[4.3.0]nonanes).
引用
收藏
页码:1758 / 1763
页数:6
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