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Intramolecular cyclisation of (Z)-N-4-alkenylnitrones and the effects of alkenyl substituents

✍ Scribed by William P. Hems; Choon-Hong Tan; Thomas Stork; Neil Feeder; Andrew B. Holmes

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 206 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)02617-3

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✦ Synopsis

The intramolecular 1,3-dipolar cycloaddition reactions of (Z)-N-4-alkenylnitrones carrying various alkenyl substituents were investigated, and the regiochemistry of the resulting isoxazolidines was determined. Silyland bromo-substituents were found to effect significant regiocontrol on the intramolecular nitrone dipolar cycloaddition reaction.

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