- Enantioselective synthesis of α,α-difluoro-β-lactams using amino alcohol ligands.
Enantioselective synthesis of α,α-difluoro-β-lactams using amino alcohol ligands.
Organic & biomolecular chemistry (2014-07-16)
Atsushi Tarui, Takeshi Ikebata, Kazuyuki Sato, Masaaki Omote, Akira Ando
PMID25023965
ABSTRACT
A practical and highly enantioselective Reformatsky reaction of ethyl bromodifluoroacetate with imines using a cheap and commercially available amino alcohol ligand is described. A variety of α,α-difluoro-β-lactams were obtained in up to 74% yield with high enantioselectivity in excess of 99% ee. The use of ethyl bromodifluoroacetate provides for ease of operation because of the inherent chemical stability of this reagent.
MATERIALS