Intramolecular azomethine ylide cycloaddition reactions to give octahydroindoles

摘要

The aldehyde 2-formyl-2-(pent-4-enyl)-1,3-dithiane 1, containing both alkene and aldehyde functional groups,nis a good substrate for intramolecular dipolar cycloaddition reactions after condensation with various N-alkylnα-amino-esters. This paper reports the optimization, scope and stereoselectivity of this reaction to givenoctahydroindoles (2-azabicyclo[4.3.0]nonanes).