BOM-phosphinite as an electrophilic P-stereogenic transfer reagent for the synthesis of bulky phosphines. Synthesis of tert-butyl(3,5-di-tert-butylphenyl)BisP*

Abstract

BOM-tert-butylmethylphosphinite borane is an efficient electrophilic P-stereogenic transfer reagent for the synthesis of bulky tertiary phosphines. The novel methodology relies on a one-pot deprotection/substitution process. The substitution of the trivalent phosphinite takes place with high stereospecificity and provides the products with inversion of configuration at the phosphorus atom. The potential of the methodology is demonstrated with the synthesis of a wide scope of tertiary phoshines in excellent enantiomeric excess. Finally the methodology was applied to the synthesis of bulky P-stereogenic BisP* ligand analog.