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Calcium hypophosphite mediated deiodination in water: mechanistic insights and applications in large scale syntheses of D-quinovose and D-rhamnose

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Abstract

The inorganic calcium hypophosphite was found to be a cheap, non-toxic, water-soluble and environmentally friendly reducing reagent for radical deiodination in water. Thorough mechanism studies revealed that calcium hypophosphite was oxidized to water insoluble calcium phosphite which was the major co-product of the deiodination reaction. Based on this observation, a practical synthesis of rare D-quinovose and D-rhamnose from cheap and commercially available materials on a hundred-mmol scale was reported.

Graphical abstract: Calcium hypophosphite mediated deiodination in water: mechanistic insights and applications in large scale syntheses of d-quinovose and d-rhamnose

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Publication details

The article was received on 10 Dec 2018, accepted on 03 Feb 2019 and first published on 04 Feb 2019


Article type: Paper
DOI: 10.1039/C8GC03851A
Citation: Green Chem., 2019, Advance Article

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    Calcium hypophosphite mediated deiodination in water: mechanistic insights and applications in large scale syntheses of D-quinovose and D-rhamnose

    Z. Song, L. Meng, Y. Xiao, X. Zhao, J. Fang, J. Zeng and Q. Wan, Green Chem., 2019, Advance Article , DOI: 10.1039/C8GC03851A

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