A mild and convenient approach for selective acetonide cleavage involved in carbohydrate synthesis using PPA-SiO₂

Abstract

Here, we report a highly selective, efficient and rapid method for the selective cleavage of primary acetonide using silica supported polyphosphoric acid (PPA-SiO₂) for various carbohydrate substrates. Corresponding diols were obtained in good to excellent yields within 30 min using PPA-SiO₂. Overall, PPA-SiO₂ was found to be a useful catalyst for selective acetonide cleavage in carbohydrate substrates which may expand its utility in organic synthesis.

Keywords:

• Acetonide
• deprotection
• silica supported polyphosphoric acid
• carbohydrate

Additional information

Funding

This work was supported by Department of Science and Technology–Innovation in Science Pursuit for Inspired Research (DST-INSPIRE), Govt. of India for financial support [sanction no. DST/INSPIRE/04/2015/000076]. Authors thank the Department of Chemistry, University of Mumbai for providing the infrastructures and research facilities. K.R.G. is a recipient of DST INSPIRE Faculty award. R.R.N. thanks the Department of Science and Technology–Innovation in Science Pursuit for Inspired Research (DST-INSPIRE), Govt. of India for fellowship.