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Stereoselective control in 1,3-dipolar cycloaddition of nitrones to substituted styrenes

✍ Scribed by Ugo Chiacchio; Franco Casuscelli; Antonino Corsaro; Antonio Rescifina; Giovannni Romeo; Nicola Uccella


Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
711 KB
Volume
50
Category
Article
ISSN
0040-4020

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The cycloaddition reactions of in situ generated silyl nitronates 3 to chiral enone la or enoate l b proceed with high stereoselectivity to give enantiomericaUy pure N-silyloxyisoxazolidines 4, which can easily be transformed into A2-isuxazolines 5. Based on an X-ray analysis the major diastereomer