An Efficient Method for the Vicinal Acylation of Unactivated Olefins Using Keteniminium Salts Derived From Protected Alpha-hydroxyacids Or Alpha-amino-acids

Génicot, Christophe;Gobeaux, Benoît;Ghosez, Léon
(1991) Tetrahedron Letters — Vol. 32, n° 31, p. 3827-3830 (1991)

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Authors
  • Génicot, ChristopheUCLouvain
    Author
  • Gobeaux, BenoîtUCLouvain
    Author
  • Ghosez, LéonUCLouvain
    Author
Abstract
Keteniminium salts derived from O-methylglycolic or N-tosylsarcosine amides cycloadd to olefins to give good yields of the corresponding cyclobutanones which undergo regiospecific Baeyer-Villiger oxidation to form gamma-butyrolactones.
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Citations

Génicot, C., Gobeaux, B., & Ghosez, L. (1991). An Efficient Method for the Vicinal Acylation of Unactivated Olefins Using Keteniminium Salts Derived From Protected Alpha-hydroxyacids Or Alpha-amino-acids. Tetrahedron Letters, 32(31), 3827-3830. https://doi.org/10.1016/S0040-4039(00)79386-5 (Original work published 1991)