SYNTHESIS AND RESOLUTION OF OPTICALLY ACTIVE CARBONFUNCTIONAL ORGANOSILICON COMPOUNDS
Triorganosilylmethylanimes, Me(PhCH2)RSiCH2NH2 [R=C6H5(Ia), p-MeC6H4(Ib), m-MeC6H4(Ic), and o-MeC6H4(Id)] were resolved by fractional crystallization of the (+)-tartaric acid salts of the racemic triorganosilylmethylamines from methanol. The following optically active amines were obtained from the less soluble diastereoisomers; (+)-Ia([α]D21 +9.9 (c=5, in Et2O)), (−)-Ib ([α]D21−16.6 (c=5, in Et2O)), (+)-Ic([α]D22 +11.1 (c=5, in Et2O)), and (+)-Id ([α]D21 +7.0 (c=5, in Et2O)).