ChemInform Abstract: New Methylseleno-Promoted Ketene-Imine Cycloaddition Reaction. A Simplified Stereoselective Synthesis of Penam.
Abstract
The alkoxyketenes (I), formed in situ from the corresponding alkoxyacetyl chlorides and triethylamine, react with the methylselenothiazolines (II) to produce the methylselenopenams (IIIa) stereoselectively.
ChemInform Abstract
The alkoxyketenes (I), formed in situ from the corresponding alkoxyacetyl chlorides and triethylamine, react with the methylselenothiazolines (II) to produce the methylselenopenams (IIIa) stereoselectively. Reductive elimination of the seleno group yields the penams (IIIb). (Opt. rotations).