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oai:docta.ucm.es:20.500.14352/984562024-06-29T00:11:23Zcom_20.500.14352_14col_20.500.14352_15

Synthesis and stereoselective lithiation of enantiopure 2‐(1‐aminoalkyl)aziridine–borane complexes Concellón, José M. Suárez Álvarez, José Ramón García‐Granda, Santiago Díaz, M. Rosario 547 Boranes Small ring systems Lithiation Enantioselectivity Deuteration Química orgánica (Química) 23 Química 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. Ministerio de Ciencia y Tecnología (España) Depto. de Química en Ciencias Farmacéuticas Fac. de Farmacia TRUE pub 2024-02-02T17:15:27Z 2024-02-02T17:15:27Z 2004 journal article VoR https://hdl.handle.net/20.500.14352/98456 1433-7851 10.1002/anie.200460120 1521-3773 eng info:eu-repo/grantAgreement/BQU2001-3807 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. restricted access application/pdf Wiley-VCH Verlag GmbH & Co