2026-06-28T10:24:54Zhttps://docta.ucm.es/rest/oai/requestoai:docta.ucm.es:20.500.14352/984562024-06-29T00:11:23Zcom_20.500.14352_14col_20.500.14352_15
Docta Complutense
author
Concellón, José M.
author
Suárez Álvarez, José Ramón
author
García‐Granda, Santiago
author
Díaz, M. Rosario
2024-02-02T17:15:27Z
2024-02-02T17:15:27Z
2004
Concellón, J. M., Suárez, J. R., García‐Granda, S., & Díaz, M. R. (2004). Synthesis and Stereoselective Lithiation of Enantiopure 2‐(1‐Aminoalkyl) aziridine–Borane Complexes. Angewandte Chemie, 116(33), 4433-4436.
1433-7851
10.1002/anie.200460120
https://hdl.handle.net/20.500.14352/98456
1521-3773
https://doi.org/10.1002/anie.200460120
This work shows that the enantiopure 2-(1-aminoalkyl)aziridine–borane complexes can easily be obtained by two alternative methodologies: either reaction with BF3·Et2O followed by reduction with LiAlH4 or by direct reaction with a solution of BH3 in THF. In addition, regio- and stereoselective C3 deuteration or silylation of 2-(1- aminoalkyl)aziridine 1 can be effected by eprotonation/ deuteration or silylation/decomplexation of the corresponding borane complex 2. Application of this methodology to functionalize 2-(1-aminoalkyl)aziridines with other different electrophiles is currently under investigation.
eng
Synthesis and stereoselective lithiation of enantiopure 2‐(1‐aminoalkyl)aziridine–borane complexes
journal article
URL
https://docta.ucm.es/bitstreams/d91a5a5b-2bf2-44d4-9770-b2d121b79e5d/download
File
MD5
9e0dcfa617370533747ab27bca0d0093
111298
application/pdf
Synthesis_and_Stereoselective_Lithiation_of_Enantiopure.pdf