29874-10-0Relevant academic research and scientific papers
2-Diphenylphosphinonyl-acetyl as a Remote Directing Group for the Highly Stereoselective Synthesis of β-Glycosides
Liu, Xianglai,Lin, Yetong,Liu, Ao,Sun, Qianhui,Sun, Huiyong,Xu, Peng,Li, Guolong,Song, Yingying,Xie, Weijia,Sun, Haopeng,Yu, Biao,Li, Wei
supporting information, p. 443 - 452 (2021/12/27)
The configuration of the anomeric glycosidic linkages is crucial for maintaining the biological functions and activities of carbohydrate molecules. However, their stereochemistry control in glycosylation represents one of the most challenging tasks in car
New phosphonium salts based on 3-(diphenylphosphino)propanoic and ω-haloalkanoic acids
Romanov, Semyon R.,Dolgova, Yana V.,Morozov, Maxim V.,Ivshin, Kamil A.,Semenov, Dmitriy A.,Bakhtiyarova, Yulia V.,Galkina, Irina V.,Kataeva, Olga N.,Galkin, Vladimir I.
, p. 242 - 243 (2021/05/04)
Quarternization of 3-(diphenylphosphino)propanoic acid with ω-haloalkanoic acids affords novel phosphonium salts containing two carboxy groups. The phosphonium salts were treated with 1 M alkali solution to obtain corresponding carboxylate phosphabetaines
Air-stable phosphine organocatalysts for the hydroarsination reaction
Leung, Pak-Hing,Li, Yongxin,Pullarkat, Sumod A.,Tay, Wee Shan,Yang, Xiang-Yuan
supporting information, (2020/03/18)
Readily-available triarylphosphines are explored as organocatalysts for the hydroarsination reaction. When compared to transition metal catalysis, phosphine organocatalysis greatly improved solvent compatibility of the hydroarsination of nitrostyrenes. Upon complete conversion, arsine products were isolated in up to 99% yield while up to 48% of the phosphine catalyst was still active. A mechanism was proposed and structure-activity analysis regarding catalyst activity concluded that sterically-bulkier catalysts were effective at minimizing catalyst deactivation.
Phosphorus-based functional groups as hydrogen bonding templates for rotaxane formation
Ahmed, Rehan,Altieri, Andrea,DSouza, Daniel M.,Leigh, David A.,Mullen, Kathleen M.,Papmeyer, Marcus,Slawin, Alexandra M. Z.,Wong, Jenny K. Y.,Woollins, J. Derek
, p. 12304 - 12310 (2011/10/01)
We report on the use of the hydrogen bond acceptor properties of some phosphorus-containing functional groups for the assembly of a series of [2]rotaxanes. Phosphinamides, and the homologous thio- and selenophosphinamides, act as hydrogen bond acceptors t
Asymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes
Clarke, Celia,Foussat, Stephanie,Fox, David J.,Pedersen, Daniel Sejer,Warren, Stuart
body text, p. 1323 - 1328 (2009/12/04)
The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from β-alkyl, γ-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the method to the synthesis of enantiomerically-enriched trans-disubstituted cyclopropyl ketones.
Organic Chemistry in water (part II). NUCLEOPHILIC ADDITION OF WATER-SOLUBLE PHOSPHINES ON ACTIVATED OLEFINS
Larpent, Chantal,Patin, Henri
, p. 6107 - 6118 (2007/10/02)
Triphenylphosphine m-trisulfonate P(PhSO3Na)3 = TPPTS and triphenylphosphine m-monosulfonate Ph2PPhSO3Na = TPPMS react in water with α,β unsaturated acids affording hydrosoluble phosphonium salts.The conversion is quantitative because water readily protonates the carbanionic intermediate thus displacing the equilibrum towards the right.This nucleophilic addition of hydrosoluble phosphines has been extended to non water miscible activated olefins in biphasic media; depending on the pH, phosphine oxides or phosphonium salts are obtained.When the reactions are carried out in D2O, the addition products are specifically deuterated.
A Simple Synthesis and Some Synthetic Applications of Substituted Phosphide and Phosphinite Anions
Tsvetkov, E. N.,Bondarenko, N. A.,Malakhova, I. G.,Kabachnik, M. I.
, p. 198 - 208 (2007/10/02)
Based on data for the acidity relationship of phosphines and phosphinous acids and water in dimethyl sulfoxide and water, a simple method is reported for the generation of phosphide and phosphinite anions by the action of concentrated aqueous alkali on primary and secondary phosphines as well as phosphinous acids in dimethyl sulfoxide or other dipolar aprotic solvents.Alkylation of the anion yields secondary and tertiary phosphines, polyphosphines, functionally substituted phosphines as well as similarly substituted phosphine oxides.Phosphinous acids have beenalkylated in various solvents in two-phase systems containing concentrated aqueous alkali and tetrabutylammonium iodide as phase transfer catalyst.
