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Cycloaddition of benzonitrile oxide to pyridazine, pyrimidine and pyrazine

✍ Scribed by Antonino Corsaro; Giancarlo Perrini; Venerando Pistarà; Paolo Quadrelli; Anna Gamba Invernizzi; Pierluigi Caramella

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
755 KB
Volume
52
Category
Article
ISSN
0040-4020

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Stereoselectivities of benzonitrile oxid
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Benzonitrile oxide cycloadds preferentially anti to the substituents of cis-3,5-di-X-cyclopentenes, where X = OMe, OAc, CCCPh, Br, Cl, and OH. Higher stereoselectivities are found for cis-2,5-di-X-2,5\_dihydrofurans. The origins of these selectivities, and contrasts with azlic and cyclobutene analog