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

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A 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*.

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SALOMÓ I PRAT, Ernest, et al. Efficient preparation of (S)- and (R)-tert-Butylmethylphosphine-Borane: a novel entry to important P-Stereogenic ligands. Synthesis. Journal of Synthetic Organic Chemistry. 2016. Vol. 48, num. 16, pags. 2659-2663. ISSN 0039-7881. [consulted: 18 of August of 2026]. Available at: https://hdl.handle.net/2445/102067

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