Y. Aoyagi et al., SAMARIUM(II) IODIDE MEDIATED INTERMOLECULAR COUPLING REACTIONS OF N,N-DIBENZYL-ALPHA-HALOAMIDES WITH CARBONYL-COMPOUNDS, Synthesis, (8), 1996, pp. 970
Samarium(II) iodide mediated coupling reactions of a-haloamides with c
arbonyl compounds are found to give N,N-dibenzyl-beta-hydroxyamides (4
a-i, 5a-i, and 6a) in good yields under mild reaction conditions. The
transformation of 4a and 5a to N,N-dibenzyl-3-phenylpropanamide (7) an
d beta-hydroxycarboxylic acid (8), respectively, are described.