Title:A Versatile Method for the Protection of Carbonyl Compounds by Camphor Sulfonic Acid
VOLUME: 5 ISSUE: 3
Author(s):Ram Naresh Yadav and Bimal Krishna Banik*
Affiliation:Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539, Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539
Keywords:1, 3-dioxolane, acetal, camphor sulfonic acid, ketal, organocatalysis, protection, thioketalization.
Abstract:Background: Carbonyl groups are important functional groups and they play a key role in
organic chemistry. This group needs to be protected in multistep synthesis against various reagents
for a counter-reaction. The effort towards developing an efficient methodology for the protection of
carbonyl functional group is always a demanding reaction. The protection of carbonyl compounds for
inhibiting their chemical reactivity is an important operation in chemistry. In this paper, camphor sulfonic
acid-catalysed protection of various carbonyl compounds is developed. This method is simple,
environmentally friendly and yields products in high yields.
Method: Commercially available camphor sulfonic acid is used as organo-catalyst for the protection
of carbonyl functionality. This catalyst is also employed for the protection of carbonyl functionality
as thioacetal/mixed ketal in excellent yield. The newly synthesize compounds are characterized using
1HNMR, 13C NMR and IR spectroscopy.
Result: A diverse carbonyl functional group is protected in excellent yield under mild reaction conditions.
Conclusion: We have developed an efficient organocatalysed protection method of carbonyl functionality
applicable to wide range of substrates.
