Tetrahedron Letters p. 9147 - 9150 (1999)
Update date:2022-08-03
Topics:
Van der Eycken, Erik
Deroover, Geert
Toppet, Suzanne M.
Hoornaert, Georges J.
The stereospecific synthesis of the 1,3-disubstituted benzo[a]quinolizidine 6 is described starting from the easily accessible 3-arylated-6-substituted oxazinone 2. The skeleton is elaborated via an intramolecular aromatic substitution on the α-amino aldehyde obtained by treatment of the intermediate piperidine 4 with glycidol and consecutive oxidative cleavage of the diol.
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