Photochemical synthesis of spirocyclohexylisoquinolines, analogues of (±)-galanthamine and (±)-lycoramine

Article abstract of DOI:10.1080/00397919708006047

Photocyclization of N-arylenamides 10, 15 and 16 led efficiently to spirotricyclic δ-lactams 5, 6 and 7. Compound 7 was easily and stereospecifically transformed in two steps into spirocyclohexylisoquinolines 3 and 4 which show structural analogies with some Amaryllidaceae alkaloids, galanthamine 1 and lycoramine 2.

Full text of DOI:10.1080/00397919708006047

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Photochemical Synthesis of
Spirocyclohexylisoquinolines,
Analogues of (±)-
Galanthamine and (±)-
Lycoramine
Assia Missoum a , Marie-Eve Sinibaldi a , Danielle
Vallée-Goyet a & Jean-Claude Gramain a
a Laboratoire de Chimie des Substances
Naturelles, URA 485 du CNRS , Université Blaise
Pascal , 63177, Aubière Cedex, France
Published online: 22 Aug 2006.
To cite this article: Assia Missoum , Marie-Eve Sinibaldi , Danielle
Vallée-Goyet & Jean-Claude Gramain (1997) Photochemical Synthesis of
Spirocyclohexylisoquinolines, Analogues of (±)-Galanthamine and (±)-Lycoramine,
Synthetic Communications: An International Journal for Rapid Communication of
Synthetic Organic Chemistry, 27:3, 453-466, DOI: 10.1080/00397919708006047
To link to this article: http://dx.doi.org/10.1080/00397919708006047
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