133271-06-4Relevant academic research and scientific papers
Biheteroaromatic diphosphine oxides-catalyzed stereoselective direct aldol reactions
Rossi, Sergio,Benaglia, Maurizio,Genoni, Andrea,Benincori, Tiziana,Celentano, Giuseppe
, p. 158 - 166 (2011)
A highly stereoselective direct aldol condensation of ketones to aromatic aldehydes was realized; the trichlorosilyl enolether generated in situ in the presence of tetrachlorosilane is activated by catalytic amounts of an enantiomerically pure biheteroaromatic phosphine oxide to react with aldehydes, coordinated as well as activated by the chiral cationic hypervalent silicon species. This Lewis acid-mediated Lewis base-catalyzed transformation allowed, starting from two carbonyl compounds, to directly synthesize β-hydroxy ketones generally with high anti stereoselectivity and up to 93% ee for the anti isomer.
Synthesis of β-hydroxyaldehydes with stereogenic quaternary carbon centers by direct organocatalytic asymmetric aldol reactions
Mase, Nobuyuki,Tanaka, Fujie,Barbas III, Carlos F.
, p. 2420 - 2423 (2004)
A fluorescence detection system was used to identify effective chiral-amine/acid combinations as bifunctional catalysts for asymmetric direct catalytic aldol reactions of α,α-dialkyl aldehydes with aryl aldehydes (see scheme). With the optimized catalyst system, the reaction of isobutyraldehyde with p-nitrobenzaldehyde provided the α,α-dimethyl aldol product in 92% yield with 96% ee. R1, R2 = alkyl; X = NO2, CN, Br, Cl, OMe, H.
Phosphine-oxide-catalyzed Enantioselective Cross-aldol Reactions of Aldehydes with Trichlorosilane as Lewis Acid Promoter
Hanamure, Takuya,Kotani, Shunsuke,Mori, Yoshiki,Nakajima, Makoto
, p. 4780 - 4783 (2020/09/09)
A hypervalent silicon complex between trichlorosilane and a chiral phosphine oxide acts as an effective Lewis acid mediator that successfully promotes highly enantioselective cross-aldol reactions between two aldehydes. The high yielding transformation is
A method for preparing chiral ring phosphoric acid (by machine translation)
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Paragraph 0051-0052, (2017/03/18)
The invention discloses a method for preparing chiral ring of phosphoric acid, the method comprises the following steps: a Isobutyraldehyde, aromatic aldehyde under the condition of chiral catalyst to catalyze the reaction generating chiral 3-aryl-3-hydroxy -2,2-dimethyl-propionaldehyde; chiral b 3-aryl-3-hydroxy -2,2-dimethyl propionic aldehyde reduction to obtain chiral 1-aryl -2,2-dimethyl -1,3-propylene glycol; c in methylene chloride under the conditions of reaction with phosphorus oxychloride to obtain chiral 4-aryl-2-chloro -5,5-dimethyl-2-oxo -1, 3, 2-dioxo-phosphorus heterocycle hexane chloride; in d hydrolysis under alkaline conditions, dyeworks generating chiral ring phosphoric acid. The high optical purity of the target product, the operation is simple, low cost, high yield, less pollution, belonging to the field of organic synthesis. (by machine translation)
