M. Akazome, M. Noguchi, O. Tanaka
Jun 23, 1997
Citations
0
Influential Citations
27
Citations
Journal
Tetrahedron
Abstract
Abstract The inclusion compounds of several alkyl phenyl sulfoxides by (R)-phenylglycyl-(R)-phenylglycine [ (R,R)- 1 ] were prepared by two different methods (sorption and crystallization). Alkyl phenyl sulfoxides entered crystalline (R,R)- 1 with high S-enantioselectivity except for methyl phenyl sulfoxide which was recognized with high and reverse enantioselectivity (R-from in 92% ee). From the X-ray crystallographic study of an inclusion compound of bis[(o-methylsulfinyl)benzyl]ether (3) and (R,R)- 1 , it is deduced that the reversal of enantioselectivity was achieved by the conformational change of phenyl groups on the dipeptide layer.