2026-04-14T03:13:15Zhttps://recercat.cat/oai/request

oai:recercat.cat:2445/1598972025-12-05T14:51:59Zcom_2072_1057col_2072_478917col_2072_478924

00925njm 22002777a 4500 dc 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 author 2020-05-13T07:01:29Z 2020-05-13T07:01:29Z 2004-11-06 2020-05-13T07:01:29Z 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. Alcaloides Lactames Síntesi orgànica Alkaloids Lactams Organic synthesis Conjugate Addition to Phenylglycinol-Derived Unsaturated ä-Lactams. Enantioselective Synthesos of Uleine Alkaloids