90507-71-4Relevant academic research and scientific papers
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 0046-0047, (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)
Synthesis of highly-substituted enantiomerically pure allylboronic esters and investigation of their stereoselective addition to aldehydes
Vahabi, Roza,Frey, Wolfgang,Pietruszka, Joerg
, p. 11549 - 11559 (2013/12/04)
Diastereomerically pure allylboronates bearing the readily available tartrate derivative were obtained via sigmatropic rearrangement. Allyl additions were performed, and the influence of γ-disubstituted allylboronates was studied. Highly γ-substituted bor
Biheteroaromatic diphosphine oxides-catalyzed stereoselective direct aldol reactions
Rossi, Sergio,Benaglia, Maurizio,Genoni, Andrea,Benincori, Tiziana,Celentano, Giuseppe
supporting information; experimental part, p. 158 - 166 (2011/02/27)
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.
Enantioselective Syntheses of Aldols and Homoallylic Alcohols from 1,3-Dioxolan-4-ones Using Mandelic Acid as Chiral Auxiliary
Mashraqui, Sabir H.,Kellogg, Richard M.
, p. 2513 - 2516 (2007/10/02)
The 1,3-dioxolan-4-ones obtained by condensation of (S)-(+)- or (R)-(-)-mandelic acid with aldehydes and ketones react under electrophilic conditions cleanly and with reasonable diastereoselectivities with enol silyl ethers or allylsilanes.The chiral auxi
