Enantioselective formal synthesis of uleine alkaloids from phenylglycinol-derived bicyclic lactams.
A two-step route for the enantioselective construction of the tetracyclic ring system of uleine alkaloids, involving the stereoselective conjugate addition of an appropriate indole-containing nucleophile to a chiral bicyclic delta-lactam and the subsequent cyclization on the indole 3-position of the resulting 4,5-disubstituted 2-piperidone, has culminated in the formal total synthesis of several alkaloids of this group.
Amat
Mercedes
M
Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028-Barcelona, Spain. amat@ub.edu
Pérez
Maria
M
Llor
Núria
N
Martinelli
Marisa
M
Molins
Elies
E
Bosch
Joan
J