Hiroaki Yanagisawa

Stereocontrolled syntheses of chiral intermediates of thienamycin from threonines

Abstract Both stereospecific and stereoselective syntheses of thienamycin intermediates which have the correct configurations at the three contiguous chiral centers are reported.

Synthesis of optically active azetidin-2-ones from L-threonine

Abstract 3S-(1R-Hydroxyethyl)-4R-phenylsulfonylazetidin-2-one derivative was synthesized from L-threonine in an 8-step process including the novel transformation of the oxirane ring to the azetidin-2-one.

Conversion of cepham-1-oxide into 1-oxadethiacepham

Abstract 3-Exomethylenecepham-1-oxides 1 were converted into the 3-exomethylene-1-oxadethiacepham in three step process including the novel bond cleavage of the tetrahydrothiazine ring of 1 with 2-mercaptobenzothiazle or 2-mercapto-benzoxazole.