Selective Deprotection of Bisulfite Addition Products by FeCl3·6H2O and Fe(NO3)3·9H2O Supported on Silica Gel Under Solvent-Free Conditions

Iraj      Mohammadpoor-Baltork; Mohammad      Mehdi Khodaei; Hamideh      Ahankar

doi:10.2174/157017806779117120

Abstract

FeCl3·6H2O and Fe(NO3)3·9H2O supported on silica gel efficiently catalyze deprotection of bisulfite addition products to their corresponding aldehydes and ketones at room temperature under solvent-free conditions. Chemoselective deprotection of bisulfite addition products can be successfully achieved in the presence of trimethylsilyl ethers, oximes, acylals and acetals.

Keywords: Bisulfite adducts, Fe(III) salts, deprotection, solvent-free, aldehydes and ketones

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Letters in Organic Chemistry

Title: Selective Deprotection of Bisulfite Addition Products by FeCl3·6H2O and Fe(NO3)3·9H2O Supported on Silica Gel Under Solvent-Free Conditions

Volume: 3 Issue: 11

Author(s): Iraj Mohammadpoor-Baltork, Mohammad Mehdi Khodaei and Hamideh Ahankar

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Keywords: Bisulfite adducts, Fe(III) salts, deprotection, solvent-free, aldehydes and ketones

Abstract: FeCl3·6H2O and Fe(NO3)3·9H2O supported on silica gel efficiently catalyze deprotection of bisulfite addition products to their corresponding aldehydes and ketones at room temperature under solvent-free conditions. Chemoselective deprotection of bisulfite addition products can be successfully achieved in the presence of trimethylsilyl ethers, oximes, acylals and acetals.

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Mohammadpoor-Baltork Iraj, Mehdi Khodaei Mohammad and Ahankar Hamideh, Selective Deprotection of Bisulfite Addition Products by FeCl3·6H2O and Fe(NO3)3·9H2O Supported on Silica Gel Under Solvent-Free Conditions, Letters in Organic Chemistry 2006; 3 (11) . https://dx.doi.org/10.2174/157017806779117120