IQUIR 05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Synthesis of optically active 1,2,3-trisubstituted azetidines employing an organocatalytic approach
Autor/es:
AMONGERO, M.; KAUFMAN, T. S.
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Lugar: Amsterdam; Año: 2013 vol. 54 p. 1924 - 1927
ISSN:
0040-4039
Resumen:
A concise organocatalytic approach towards optically active 1,2,3-trisubstituted azetidines, including a study of the scope and limitations of the synthetic sequence, is reported. The synthesis comprises the one-pot L-proline promoted three-component reaction between substituted benzaldehydes, anilines and enolizable aldehydes, followed by the in situ reduction of the resulting b-aminoaldehydes to the corresponding c-aminoalcohols and final intramolecular cyclization of the latter by way of the intermediate tosylates, formed in situ.
