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, MattiaMembro del Collaboration Group
;Quadrelli, Paolo
Writing – Original Draft Preparation
2020-01-01
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.File in questo prodotto:
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