title: Asymmetric one-pot synthesis of 1,3-oxazolidines and 1,3-oxazinanes via hemiaminal intermediates.
abstract: A highly efficient method for the enantioselective one-pot synthesis of 1,3-oxazolidines and 1,3-oxazinanes has been reported. The reaction proceeds via the formation of hemiaminal intermediates obtained by the enantioselective addition of respective alcohols to imines catalyzed by a chiral magnesium phosphate catalyst, followed by intramolecular cyclization under mildly basic conditions. A wide range of substrates have been converted to the respective chiral heterocyclic products in high yields and with excellent enantioselectivities using this one-pot procedure.
authors: Department of Chemistry, University of South Florida , 4202 East Fowler Avenue, CHE205A, Tampa, Florida 33620, United States.
authors: Sri Krishna
authors: SK
authors: Nimmagadda
authors: Zuhui
authors: Z
authors: Zhang
authors: Jon C
authors: JC
authors: Antilla
mesh_terms: D000438:Alcohols / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D007097:Imines; D010078:Oxazines; D010080:Oxazoles; C064210:oxazolidine