Popis: |
A number of α,β-unsaturated sulfinyl chlorides 1 has been separately prepared and treated with (−)-cholesterol under various conditions some of which incorporated chiral amines quinine or quinidine. Some ( R S ) vinylic sulfinates could be isolated in enantiopure form following one or two recrystallizations of the resulting diastereomeric mixtures of (−)-cholesteryl 1-alkenesulfinates 2 . Access to diastereomerically enriched ( S S ) vinylic sulfinates (66–75% de) was achieved in three instances. Absolute stereochemical assignments were made with the assistance of the chiral solvating agent ( R )-2,2,2-trifluoro-1-(9-anthryl)ethanol. |