207. Asymmetric synthesis of the spirocyclic core of the cylindricine-type alkaloids
     Oppolzer, W.; Bochet, C. G.
     Tetrahedron: Asymmetry 2000, 11, 4761-4770

Marine alkaloids from the cylindricine and lepadiformine families possess an interesting spirotricyclic skeleton. An intramolecular nitrone/olefin 1,3-dipolar cycloaddition has been used to form their spirocyclic 1-azaspiro[4.5]decane core in a regio- and stereoselective fashion. The cyclization precursor can be easily accessed using the asymmetric electrophilic hydroxyamination of enolate.

DOI : 10.1016/S0957-4166(00)00447-X 

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