THE ASYMMETRIC REFORMATSKY REACTION - AN NMR INVESTIGATION ABOUT THE NATURE OF SOME ORGANOZINE REACTION SPECIES

In order to obtain some information about the nature of the intermedia te organometallic species formed during the asymmetric reaction betwee n thr Reformatsky reagent 1b, and benzaldehyde,1c, in the presence of thylamino-3-tbutyl-dimethylsilyloxy-1-propanol,1a, a spectroscopic NMR investigation has been carried out directly on the mixtures of 1b, 1c and the chiral ligand 1a. To simplify ternary mixture analysis, binar y mixtures containing 1b and 1c or 1b and 1a have been studied Some hy potheses, about the plausible nature of the intermediates reaction spe cies, which seem to justify. the chiral discrimination results so far reached bg using the above optically active ligands, are reported. (C) 1997 Elsevier Science Ltd.