Enantioselective spirocyclizations from tryptophanol-derived oxazolopiperidone lactams.
A straightforward synthetic route to enantiopure spiro[indole-3,3'-indolizidines] is reported. The key step is a Lewis acid promoted cyclization of a Na-tosyltryptophanol-derived oxazolopiperidone lactam in the presence of Et3SiH.
Amat
Mercedes
M
Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028-Barcelona, Spain.
Santos
Maria M M
MM
Gómez
Antonia M
AM
Jokic
Danica
D
Molins
Elies
E
Bosch
Joan
J
D003500:Cyclization; D007769:Lactams / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D010881:Piperidones / Q000737:chemistry*; D014364:Tryptophan / Q000737:chemistry*
D007769:Lactams; D010080:Oxazoles; D010881:Piperidones; D014364:Tryptophan