107343-29-3Relevant academic research and scientific papers
HYDROBORATION D'AMINES INSATUREES. XI.REGIO- ET STEREOSELECTIVITE DES HYDRURES DU BORE VIS A VIS D'AMINES PROPARGYLIQUES N-PHOSPHORYLEES
Benmaarouf-Khallaayoun, Z.,Baboulene, M.,Speziale, V.,Lattes, A.
, p. 283 - 294 (2007/10/02)
The regioselectivity and the stereoselectivity of the hydroboration of N-alkylallylphosphoramide was examined.This study shows the preferential formation of γ-boron derivatives (90 to 100percent) and the excellent stereospecificity of the reaction (100percent (Z) configuration).The PIV-N bond hinders the nitrogen-boron coordination which is responsible for the anomalous behavior of N-propargylic amines towards hydroboration and allows the same regio- and stereo-selectivity as for alkynes.The iodination of boron derivatives leads, with good yields, to N-phosphoryl-β-ethylenic amines.
