63762-20-9Relevant academic research and scientific papers
Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates
Trost, Barry M.,Spohr, Simon M.,Rolka, Alessa B.,Kalnmals, Christopher A.
, p. 14098 - 14103 (2019/10/11)
The synthesis of P-chiral compounds is challenging, especially since useful catalytic methods for preparing such molecules are scarce. Herein we disclose a desymmetrization that employs phosphinic acids as prochiral nucleophiles in a Pd-catalyzed asymmetr
Synthesis of P-stereogenic secondary phosphine oxides using α-d-glucosamine as a chiral precursor
Copey, Laurent,Jean-Gérard, Ludivine,Andrioletti, Bruno,Framery, Eric
, p. 543 - 545 (2016/01/20)
Secondary phosphine oxides were synthesized using a two-step procedure: a basic hydrolysis of oxazaphospholidine SP-2 to form the secondary phosphinate RP-4, followed by the stereoselective nucleophilic attack of organometallic reagents to obtain the expected enantioenriched secondary phosphine oxides.
Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
Beaud, Rodolphe,Phipps, Robert J.,Gaunt, Matthew J.
, p. 13183 - 13186 (2016/10/22)
Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides
PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE PHOSPHOROUS COMPOUND
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Page/Page column 3, (2010/07/10)
Disclosed is a process for producing an optically active phosphorus compound having an R- or S-type absolute configuration on phosphorus in a simple manner and at high efficiency, while avoiding racemization. An optically active phosphorus compound having
A straightforward synthesis of unsymmetrical secondary phosphine boranes
Petit, Christelle,Favre-Reguillon, Alain,Mignani, Gerard,Lemaire, Marc
, p. 326 - 330 (2011/03/18)
A one-pot procedure for the synthesis of unsymmetrical alkyl-substituted secondary phosphine oxides is described. The sequential addition of N-benzylaniline to a solution of dichlorophenylphosphine and 1-methylimidazole in methylcyclohexane, separating of the protic ionic liquid formed, addition of Grignard reagent followed by hydrolysis gave unsymmetrical secondary phosphine oxides (SPOs) in high yield. The use of ionic liquids in the first step is essential and streamlined the synthesis. Unsymmetrical SPOs could be quantitatively reduced to secondary phosphine using a catalytic amount of Ti(OiPr)4 and tetramethyldisiloxane (TMDS) under mild reaction conditions.
Stereospecific nucleophilic substitution of optically pure H-phosphinates: A general way for the preparation of chiral P-stereogenic phosphine oxides
Xu, Qing,Zhao, Chang-Qiu,Han, Li-Biao
supporting information; experimental part, p. 12648 - 12655 (2009/05/09)
Contrary to the generally held view, it is found that the rapid epimerization of (-)-menthyl (RP)-phenylphosphinate under basic conditions is not due to the so far believed inherent stereolability of its corresponding anion but due to a reactio
A superior method for the reduction of secondary phosphine oxides
Busacca, Carl A.,Lorenz, Jon C.,Grinberg, Nelu,Haddad, Nizar,Hrapchak, Matt,Latli, Bachir,Lee, Heewon,Sabila, Paul,Saha, Anjan,Sarvestani, Max,Shen, Sherry,Varsolona, Richard,Wei, Xudong,Senanayake, Chris H.
, p. 4277 - 4280 (2007/10/03)
(Chemical Equation Presented) Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70°C. This new reduction has distinct advantages over existing technologies.
