The use of microwave irradiation in organic chemistry and, in particular in 1,3-dipolar cycloaddition has recently gained much attention and great progress has been accomplished in this area in the last years. In general, the modern synthetic chemistry is benefited by microwave irradiation that provides an environmentally benign approach, reduced reaction times and a few formation of byproducts, increasing the yield. This review aims to collect recent developments on the synthesis of isoxazolidine compounds by microwave-assisted 1,3-dipolar cycloaddition, considering the absence of a recent review about this specific reaction method. Owing to the large extent of available literature, we have decided to restrict our review to the developments in the last six years, making a selection of the literature from 2010 to 2016. The discussion of several examples to construct isoxazolidines by irradiation of microwave will allow to focus on the advances in the development of microwave-assisted 1,3-dipolar cycloadditions, obtaining a broader vision of the real effects of this reaction methodology on yields, regioand stereoselectivity of the reaction.

Microwave-assisted 1,3-dipolar cyclo-addition: Recent advances in synthesis of isoxazolidines

Maiuolo, Loredana;De Nino, Antonio;Algieri, Vincenzo;Nardi, Monica
2017

Abstract

The use of microwave irradiation in organic chemistry and, in particular in 1,3-dipolar cycloaddition has recently gained much attention and great progress has been accomplished in this area in the last years. In general, the modern synthetic chemistry is benefited by microwave irradiation that provides an environmentally benign approach, reduced reaction times and a few formation of byproducts, increasing the yield. This review aims to collect recent developments on the synthesis of isoxazolidine compounds by microwave-assisted 1,3-dipolar cycloaddition, considering the absence of a recent review about this specific reaction method. Owing to the large extent of available literature, we have decided to restrict our review to the developments in the last six years, making a selection of the literature from 2010 to 2016. The discussion of several examples to construct isoxazolidines by irradiation of microwave will allow to focus on the advances in the development of microwave-assisted 1,3-dipolar cycloadditions, obtaining a broader vision of the real effects of this reaction methodology on yields, regioand stereoselectivity of the reaction.
Cycloaddition stereochemistry; Dipolar cycloaddition; Dipolarophile; Dipole; Isoxazolidines; Microwave-assisted cycloaddition; Nitrones; Organic Chemistry
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/263938
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