title: Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades.
abstract: The enantioselective synthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio- and diastereoselectivities.
authors: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
authors: Meiling
authors: M
authors: Li
authors: Alison
authors: A
authors: Hawkins
authors: David M
authors: DM
authors: Barber
authors: Patrick
authors: P
authors: Bultinck
authors: Wouter
authors: W
authors: Herrebout
authors: Darren J
authors: DJ
authors: Dixon
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000466:Alkadienes; D007769:Lactams; D013141:Spiro Compounds; D014753:Vinyl Compounds; C569210:vinyl iodide; C025947:propadiene; D010165:Palladium