377775-20-7Relevant academic research and scientific papers
Reduction of functionalized tertiary phosphine oxides with BH3
Sowa, Sylwia,Stankevi?, Marek,Szmigielska, Anna,Ma?uszyńska, Hanna,Kozio?, Anna E.,Pietrusiewicz, K. Micha?
, p. 1672 - 1688 (2015/02/19)
A direct stereoselective conversion of tertiary hydroxyalkylphosphine oxides to the corresponding tertiary hydroxyalkylphosphine-boranes involving facile reduction of the P=O bond by BH3 under mild conditions has been developed. The unprecedented facility of reduction of the strong P=O bond by BH3, a mild reducing agent, has been achieved through an intramolecular P=O···B complexation directed by proximal aα- or β-hydroxy groups present in the phosphine oxide structures. As established by two chemical correlations, the developed transformation of hydroxyalkylphosphine oxides into hydroxyalkylphosphine-boranes takes place with complete inversion of configuration at P.
Lipase-catalyzed kinetic resolution of P-chiral phosphorus compounds: Enantiopreference of Pseudomonas lipase and Candida antarctica lipase
Shioji, Kosei,Ueno, Yuichiro,Kurauchi, Yoshimitsu,Okuma, Kentaro
, p. 6569 - 6571 (2007/10/03)
Optically active 1-hydroxymethylalkylphenylphosphine oxides 1a-c were prepared by Pseudomonas fluorescens lipase (lipase AK) and Candida antarctica lipase (CAL)-catalyzed optical resolution. Lipase AK-catalyzed resolution of tert-butyl derivative 1c showed R-selectivity, whereas CAL preferred the S-enantiomer.
