2026-04-13T04:52:14Zhttps://recercat.cat/oai/requestoai:recercat.cat:2445/1598972025-12-05T14:51:59Zcom_2072_1057col_2072_478917col_2072_478924
RECERCAT
author
Amat Tusón, Mercedes
author
Pérez Bosch, Maria
author
Llor Brunés, Núria
author
Escolano Mirón, Carmen
author
Luque Garriga, F. Xavier
author
Molins i Grau, Elies
author
Bosch Cartes, Joan
2020-05-13T07:01:29Z2020-05-13T07:01:29Z2004-11-062020-05-13T07:01:29Z
The stereochemical outcome of the conjugate addition of a variety of stabilized nucleophiles (2indoleaceticenolatesandsulfur-stabilizedanions)tothephenylglycinol-derivedunsaturatedlactams trans-2, cis-2, and its 8-ethyl-substituted analogue 10 is studied. The factors governing the exo or endo facial stereoselectivity are discussed. This methodology provides short synthetic routes to either cis- ortrans-3,4-disubstituted enantiopure piperidines as well as efficient routes for the enantioselective construction of the tetracyclic ring system of uleine alkaloids, both in the normal and 20-epi series. The formal total synthesis of several alkaloids of this group is reported.
(c) American Chemical Society , 2004 info:eu-repo/semantics/openAccess
Alcaloides
Lactames
Síntesi orgànica
Alkaloids
Lactams
Organic synthesis
Conjugate Addition to Phenylglycinol-Derived Unsaturated ä-Lactams. Enantioselective Synthesos of Uleine Alkaloids
info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion