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Catalytic Enantioselective Syn-Hydroxy-Oxyacylation of Electron Deficient Alkenes
preprintrevised on 01.04.2021, 06:19 and posted on 01.04.2021, 10:23 by Chandra Bhan Pandey, Vikram Singh, Susanta Ghanta, Bhoopendra Twari
Asymmetric syn-dihydroxylation and dioxyacylation of alkenes have been well established. A direct method for the enantioselective preparation of orthogonally protected syn-1,2-diols from alkenes is unprecedented. Here in, we report the first enantioselective hypervalent iodine catalyzed syn-hydroxy-oxyacylation of enones. The orthogonally protected diols were obtained with excellent diastereo- and regioselectivity under metal-free condition. For these electron-deficient alkenes, even the syn-dihydroxylation and dioxyacylation have remained yet an unfinished challenge.