Author/Authors :
Guillermo Gerona-Navarro، نويسنده , , Guillermo and Bonache، نويسنده , , Ma Angeles and Al??as، نويسنده , , Miriam and Pérez de Vega، نويسنده , , Ma Jes?s and Garc??a-L?pez، نويسنده , , Ma Teresa and L?pez، نويسنده , , Pilar and Cativiela، نويسنده , , Carlos and Gonz?lez-Mu?iz، نويسنده , , Rosario، نويسنده ,
Abstract :
Reduction with diphenylsilane and catalytic amounts of tris(triphenylphosphine)rhodium(I) carbonyl hydride resulted in an efficient, chemoselective method for the transformation of amino-acid-derived β-lactams into the corresponding azetidines, which after removal of the p-methoxybenzyl group, afforded a new family of conformationally restricted amino acids. Phe-derived compounds were obtained in enantiopure form by combining HPLC resolution of the β-lactam precursor and the above-mentioned procedure.
Keywords :
?-Lactams , Restricted amino acids , azetidines , Chiral HPLC , RESOLUTION , chemoselective reduction