K. Akaji et al., EFFICIENT COUPLING OF ALPHA,ALPHA-DIMETHYL AMINO-ACID USING A NEW CHLORO IMIDAZOLIDIUM REAGENT, CIP, Tetrahedron letters, 35(20), 1994, pp. 3315-3318
CIP (2-chloro-1,3-dimethylimidazolidium hexafluorophosphate) was an ef
ficient coupling agent for N-alpha-protected alpha-aminoisobutyric aci
d (Aib) in the presence of an additive. The reactivity was enhanced ma
rkedly by a catalytic amount of additive in the order of HOAt similar
to HODhbt>DMAP>HOBt. These couplings occurred without detectable racem
ization.