1610459-40-9Relevant academic research and scientific papers
Silyl alkynylphosphine-boranes: Key precursors of triazolylphosphines via tandem desilylation-Click chemistry
Veillard, Romain,Bernoud, Elise,Abdellah, Ibrahim,Lohier, Jean-Francois,Alayrac, Carole,Gaumont, Annie-Claude
, p. 3635 - 3640 (2014)
A versatile synthesis of 1,2,3-triazolyl-4-phosphines from the borane complexes of phosphino-alkynes is reported. The efficiency of the procedure relies on the use of readily available silyl-protected alkynylphosphine-boranes, which were subjected to desilylation with TBAF followed by copper-catalyzed azide-alkyne-cycloaddition in one pot. Subsequent treatment with DABCO afforded the targeted triazolylphosphines in high yields. The reported method was applied to the synthesis of the first example of an enantioenriched P-stereogenic triazolylphosphine (98.8% ee). This journal is the Partner Organisations 2014.
