Diastereoselective synthesis of hexahydropyrrolo[2,1-b]oxazoles by a rhodium-catalyzed hydroformylation/silica-promoted deformylation sequence.
Fleetingly formyl: A new rhodium-catalyzed hydroformylation reaction of N-allyl oxazolidines, carried out under a CO/H(2) atmosphere, followed by a diastereoselective deformylative cyclization affords hexahydropyrrolo[2,1-b]oxazoles in good yields. The reaction proceeds by a unique hydroformylation-deformylation sequence in which the formyl group virtually substitutes for the {CH(2)-O} fragment of the oxazolidine heterocycle.
Vasylyev
Maxym
M
Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, K1N 6N5, Canada.
Alper
Howard
H