Diastereocontrolled reduction of cyclic β-enaminones. A new diastereoselective route to 2,6-disubstituted piperidines

Autor: J. P. Celerier, Stéphanie Fréville, Gérard Lhommet, Vu Moc Thuy, H. Petit, Philippe Delbecq
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron Letters. 42:4609-4611
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00770-5
Popis: A new diastereoselective synthesis of 2,6-disubstituted piperidinic alkaloids is presented. Three natural compounds, the (−)-pinidinone 1a , the (+)-dihydropinidine 1b and the (−)-pinidinol 1c were prepared from optically pure (6 R )-6-methylpiperidin-2-one 2 . This method is based on the chemo- and diastereocontrolled reductions of an exocyclic β-enamino ketone.
Databáze: OpenAIRE