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Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy and azido-selenenylation reactions
Authors:Riela Serena  Aprile Carmela  Gruttadauria Michelangelo  Meo Paolo Lo  Noto Renato
Institution:Dipartimento di Chimica Organica E. Paternò, Università di Palermo, Viale delle Scienze, Parcod'Orleans II, Pad. 17, 90128, Palermo, Italy.
Abstract:A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenyl- selenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.
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