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SYNTHESIS OF SOME ISOXAZOLIDINE AND ISOXAZOLINE DERIVATIVES USING NITRONE-DERIVED (-)-MENTHONE VIA 1,3-DIPOLAR CYCLOADDITION WITH ALKENES, ALKYNES AND CYCLOALKENES
Journal article   Peer reviewed

SYNTHESIS OF SOME ISOXAZOLIDINE AND ISOXAZOLINE DERIVATIVES USING NITRONE-DERIVED (-)-MENTHONE VIA 1,3-DIPOLAR CYCLOADDITION WITH ALKENES, ALKYNES AND CYCLOALKENES

Heithem Abda, Kaiss Aouadi, Moncef Mssadek and Sebastien Vidal
Heterocycles, Vol.92(11), pp.1963-1975
2016

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Cycloaddition reactions between a menthone-based chiral nitrone and alkenes or alkynes under microwave activation afforded a series of enantiopure cycloadducts in good yields and with high stereo selectivity. Removal of the chiral auxiliary under acid-catalysis led to a new series of isoxazolidines and isoxazolines with the control of one, two or three stereogenic centers.

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