Stereoselective Synthesis of (1R,2S,3R)-Camphordiamine

Convenient Methods to Access Chiral Camphanyl Amine Derivatives by ­Sodium Borohydride Reduction of d-(–)-Camphorquinone Imines

“…Diamine 14 was previously prepared in a multistep synthetic protocol that involved condensation of 1 with the expensive rac-1,2-diphenyl-ethylenediamine, followed by reduction and deprotection with low yields. 12 Clearly, the present method is simpler more and convenient for the synthesis of this potentially useful diamine.…”

“…The absolute configuration of the newly formed stereogenic centers were assigned as 2S,3R by comparison of the optical rotation value of this compound with reported data for the di-hydrochloride salt of 14 (Scheme 5). 12…”

Diamination of Olefins: Synthesis, Structures and Reactivity of Osmaimidazolidines

“…[14] Alternatively, synthesis of 1,2-diamines from asymmetric reduction of bisimines or a-amino imines has been described. [2,15] Finally, a complementary biochemical approach consists of a lipase-catalysed resolution of racemic vicinal diamines. [16] On the other hand, oxidative transformation of CÀC double bonds represents a powerful approach towards vicinal difunctionalisation.…”

4,4′-Bis(2,6-dichlorobenzylideneamino)biphenyl

“…In other Schiff bases that are derived from 2,6-dichlorobenzaldehyde, the aromatic ring of the aldehydic unit is similarly twisted with respect to the -C N-unit; this feature is observed in the camphordiamine (Busacca et al, 2000) and 6,6 0 -dimethylbiphenyl-2,2 0 -diamine (Gillespie et al, 2002) derivatives.…”