Palladium-catalyzed cyclization of unsaturated beta-amino alcohols: a new access to enantiopure bicyclic oxazolidines.
Chiral unsaturated beta-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of this transformation have been studied.
Alladoum
Jeanne
J
Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique IPCM-UMR 7201, 4 place Jussieu, case courrier 47, 75252 Paris cedex 05, France.
Vrancken
Emmanuel
E
Mangeney
Pierre
P
Roland
Sylvain
S
Kadouri-Puchot
Catherine
C
D000605:Amino Alcohols / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000605:Amino Alcohols; D019086:Bridged Bicyclo Compounds, Heterocyclic; D010080:Oxazoles; C064210:oxazolidine; D010165:Palladium