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A Novel Nitrone Cycloaddition/Rearrangement

✍ Scribed by Bruce H. Toder; George B. Mullen; Vassil St. Georgiev

Publisher
John Wiley and Sons
Year
1990
Tongue
German
Weight
223 KB
Volume
73
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Adamantanone‐derived nitrone 4 and some other keto‐nitrones, when reacted with aromatic and aliphatic aldehydes in refluxing toluene or tetrahydrofuran, formed the corresponding aldonitrones (Z)‐10, the latter arising from the fragmentation of an initially formed 1,4,2‐dioxazolidine 6 to adamantan‐2‐one and an oxaziridine intermediate 11, which then rearranges to (Z)‐10.

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