A Novel Phosphinamide Catalyst for the Asymmetric Reduction of Ketones by Borane

Reaction of Styrene with Chlorine Dioxide

“…Also, (1,2,2-trichloroethyl)benzene 6 (1%) was isolated from the reaction catalyzed by VO(acac) 2 , unlike the reaction run under other conditions. The structures of 1-6 were confirmed by IR and NMR spectroscopy; the characteristics of the compounds synthesized corresponded to the published data [23][24][25][26][27].…”

Carbonyl Hydroboration

“…BH 3 with a proline -derived diamine (48) reduces phenacyl bromide in 91% optical yield [64] . The phosphoramide -type reducing agents, (49) -(51), also produce the halohydrin with high enantioselectivity [40,65,66] . α -Thio ketone is reduced in moderate selectivity by the CBS system [67] .…”

A study toward understanding the role of a phosphorus stereogenic center in (5S)-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo(3.3.0)octane derivatives as catalysts in the borane-mediated asymmetric reduction of prochiral ketones

“…[1][2][3][4][5][6][7][8] In a continuation of our interest in the development of appropriate chiral catalysts, containing the N-P@O structural framework, [11][12][13][14] in the borane-mediated asymmetric reduction of prochiral ketones, we herein report our studies toward understanding the role of a phosphorus stereogenic center in the catalysts, containing (5S)-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo-(3.3.0)octane moiety I, in directing the stereochemical pathway in the borane-mediated asymmetric reduction of prochiral ketones.…”