A Useful and Catalytic Method for Protection of Carbonyl Compounds into the Corresponding 1,3-Oxathiolanes and Deprotection to the Parent Carbonyl Compounds

Abstract

A wide variety of carbonyl compounds 1 can be easily protected to the corresponding 1,3-oxathiolanes 2 in good yields in the presence of catalytic amount of perchloric acid in dry CH 2 Cl 2 at 0-5 °C. On the other hand, various 1,3-oxathiolanes 2 can be selectively deprotected to the parent carbonyl compounds 1 in very good yields by H 2 MoO 4 .H 2 O-H 2 O 2 catalyzed oxidation of ammonium bromide in the presence of perchloric acid in CH 2 Cl 2 -H 2 O solvent system. Mild reaction condition, high selectivity, efficient and relatively good yields are some of the major advantages of the procedure.