Chester Sapino

Palladium-catalyzed coupling between cephalosporin derivatives and unsaturated stannanes: A new ligand for palladium chemistry

Abstract We describe a general coupling procedure between 3-chloromethylcephems and unsaturated stannanes that employs a palladium catalyst featuring the new ligand tri(2-furyl)phosphine.

Palladium catalysis in cephalosporin chemistry: A versatile new approach to 3-substituted cephems

Abstract The coupling of 3-triflyloxycephems with unsaturated stannanes proceeds under mild conditions with the use of a palladium (O) catalyst based on the new ligand tri(2-furyl)phosphine.

A practical synthesis of (S)-HPMPC

Abstract Synthesis of the title nucleotide was accomplished in high yield starting from (S)-tritylglycidol ( 5 ) and N-benzoylcytosine ( 9 ).

Palladium in cephalosporin chemistry: an inexpensive triflate replacement for palladium acetate mediated coupling reactions

Abstract 3-Fluorosulfonyloxy-3-cephems are easily prepared and subsequent palladium(0) catalyzed coupling with various vinylstannanes proceeds in excellent yields with stereospecific transfer of the alkene fragment.

Palladium in Cephalosporin Chemistry: Mild Triflate Couplings in the Absence of Phosphines and Halide Donors

Abstract Palladium catalyzed triflate-organostannane couplings are shown to proceed in a very mild manner in the absence of added phosphine and halide reagents. This protocol has been demonstrated for 3-trifloxycephems and vinyl triflates.

Reactions of organocuprates with vinyl-triflates and related cephems: A novel approach to 3-substituted cephalosporins

Abstract Vinyl-triflates and related 3-substituted cephems readily undergo addition-elimination reactions with a variety of organocuprates to form new carbon-carbon bonds. This chemistry presents a novel approach to the synthesis of 3-alkyl, 3-aryl, and 3-alkenylcephalosporins.