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Isopropenyl phosphate as an atom efficient reagent for phosphorylation of alcohols with catalytic base

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The atom efficient transesterification of phosphate esters with catalytic base was investigated using an isopropenyl leaving group, generating acetone as the only by-product. The reaction proceeds in good yields at… Click to show full abstract

The atom efficient transesterification of phosphate esters with catalytic base was investigated using an isopropenyl leaving group, generating acetone as the only by-product. The reaction proceeds in good yields at room temperature, with excellent chemoselectivity towards primary alcohols. Mechanistic insights were obtained by obtaining kinetic data using in operando NMR-spectroscopy.

Keywords: isopropenyl phosphate; efficient reagent; phosphate atom; atom efficient; catalytic base

Journal Title: RSC Advances
Year Published: 2023

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