Portal de Periódicos da CAPES

Intramolecular azomethine ylide cycloaddition reactions to give octahydroindoles

2001; Royal Society of Chemistry; Issue: 15 Linguagem: Inglês

10.1039/b104390k

1472-7781

Iain Coldham, Katherine M. Crapnell, Jonathan D. Moseley, Rémi Rabot,

Synthesis and Catalytic Reactions

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 α-amino-esters. This paper reports the optimization, scope and stereoselectivity of this reaction to give octahydroindoles (2-azabicyclo[4.3.0]nonanes).