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J Org Chem ; 84(6): 3508-3523, 2019 03 15.
Article in English | MEDLINE | ID: mdl-30779561

ABSTRACT

Owing to the pervasiveness of hydroxyl groups in natural isolates, alcohol derivatives are alluring directing groups. Herein, an alcohol-derived sulfamate ester guides the light-initiated xanthylation of primary, secondary, or tertiary centers. This process enables formal directed deuteration, azidation, thiolation, and vinylation reactions.


Subject(s)
Alkanes/chemistry , Esters/chemistry , Sulfonic Acids/chemistry , Xanthine/chemistry , Models, Molecular , Molecular Conformation
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