Abstract

Abstract1,3‐Dipolar cycloaddition reactions of ethyl 2‐hydropolyfluoroalk‐2‐enoates (1) with some nitrones were described. The reaction of 3,4‐dihydroisoquinoline N‐oxide (2) with 1 took place readily in methylene chloride at room temperature to give the corresponding 5‐fluoroalkylisoxazolidines regioselectively as a mixture of two diastereoisomers (trans and cis) in high yields, while longer reaction time and higher temperature were needed in the case of non‐cyclic nitrones. Under similar conditions the reaction of quinoline N‐oxide (14) with 1 did not give the expected adducts and a ring‐opening product was obtained.

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