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Payne-like rearrangement of N-tosyl-oxiranemethylamines: a new route to functionalized aziridines.

✍ Scribed by Jean Moulines; Patricia Charpentier; Jean-Paul Bats; Alain Nuhrich; Anne-Marie Lamidey

Book ID: 104226222
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 286 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93976-5

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✦ Synopsis

The reachon of N-tosyl-oxrranemerhylamrnes wth aqueous so&m hydroxzde affords N-tosyl-arlrrdlnemethonols IR exrellenr welds, through the zntramolecular epoxzde ring openrng by the nz~rogen atow of the ~osylamtnn group

Functlonahzed azlndmes have proved to be very useful reagents III synthensl

We have devised that such compounds could be obtamed as shown in the followmg scheme

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