Efficient preparation of (S)- and (R)-tert-Butylmethylphosphine-Borane: a novel entry to important P-Stereogenic ligands

Salomó i Prat, ErnestOrgué Gassol, SílviaRiera i Escalé, AntoniVerdaguer i Espaulella, Xavier2016-09-222017-03-222016-03-220039-7881https://hdl.handle.net/2445/102067A novel one-pot reductive methodol. for the synthesis of optically pure tert-butylmethylphosphine-borane is reported. The prepn. uses as the starting material tert-butylmethylphosphinous acid-borane, which is available in both enantiomeric forms from cis-1,2-aminoindanol and tert-butyldichlorophosphine. The process is based on the redn. of a mixed anhydride, the configurational stability of which has been studied in several solvents and temps. Tetrabutylammonium borohydride was the best reducing agent allowing for the development of a practical process. To demonstrate the utility of the new methodol., the product obtained in this manner was used in the prepn. of Quinox-P*.5 p.application/pdfeng(c) Georg Thieme Verlag, 2016Compostos fosforososLligands (Bioquímica)Phosphorus compoundsLigands (Biochemistry)Efficient preparation of (S)- and (R)-tert-Butylmethylphosphine-Borane: a novel entry to important P-Stereogenic ligandsinfo:eu-repo/semantics/article6630202016-09-22info:eu-repo/semantics/openAccess