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Peracid induced ring opening of isoxazolidines. A mechanistic study.

✍ Scribed by Sk.Asrof Ali; Mohammed I.M. Wazeer

Book ID: 104216237
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 244 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)79856-x

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✦ Synopsis

Conformational

analysis and mechanistic study of peracid induced ring opening of several isoxazolidines have been carried out. The orientation of the nitrogen lone pair dictates the regiochemistry of the ring opening which involves an intramolecular kinetic deprotonation of a nitroxonium ion intermediate.

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