A modified pathway towards 5-hydroxy-isoxazolidines has been preliminarily investigated by taking advantage of the anti-Markovnikov route in ene reactions of sterically encumbered nitrosocarbonyl intermediates in the presence of allylsilylethers. Fluoride-mediated deprotection/cyclization of the ene adducts afforded the desired heterocycles in quantitative yields and the methodology is adaptable to a one-pot procedure.

5-Hydroxy-isoxazolidine: A New Synthetic Approach to a Privileged Heterocycle for Organic Synthesis

Moiola, Mattia
Membro del Collaboration Group
;
Quadrelli, Paolo
Writing – Original Draft Preparation
2020

Abstract

A modified pathway towards 5-hydroxy-isoxazolidines has been preliminarily investigated by taking advantage of the anti-Markovnikov route in ene reactions of sterically encumbered nitrosocarbonyl intermediates in the presence of allylsilylethers. Fluoride-mediated deprotection/cyclization of the ene adducts afforded the desired heterocycles in quantitative yields and the methodology is adaptable to a one-pot procedure.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/1339446
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