The Synthesis of Unsymmetrical Aliphatic Phosphine Oxides via Diphenyl Alkylphosphonates and Grignard Reagents

1965 ◽  
Vol 30 (4) ◽  
pp. 1322-1324 ◽  
Author(s):  
Robert G. Laughlin
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides

scholarly journals Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes

2015 ◽  
Vol 80 (19) ◽  
pp. 9774-9780 ◽  
Author(s):  
Aaron M. Gregson ◽  
Steven M. Wales ◽  
Stephen J. Bailey ◽  
Anthony C. Willis ◽  
Paul A. Keller
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides

scholarly journals Cu-Catalyzed Asymmetric Allylic Alkylation of Phosphonates and Phosphine Oxides with Grignard Reagents

2013 ◽  
Vol 19 (17) ◽  
pp. 5432-5441 ◽  
Author(s):  
Valentín Hornillos ◽  
Manuel Pérez ◽  
Martín Fañanás-Mastral ◽  
Ben L. Feringa
Keyword(s):  
Grignard Reagents ◽  
Allylic Alkylation ◽  
Phosphine Oxides ◽  
Asymmetric Allylic Alkylation

ChemInform Abstract: Cu-Catalyzed Asymmetric Allylic Alkylation of Phosphonates and Phosphine Oxides with Grignard Reagents.

ChemInform ◽  
2013 ◽  
Vol 44 (38) ◽  
pp. no-no
Author(s):  
Valentin Hornillos ◽  
Manuel Perez ◽  
Martin Fananas-Mastral ◽  
Ben L. Feringa
Keyword(s):  
Grignard Reagents ◽  
Allylic Alkylation ◽  
Phosphine Oxides ◽  
Asymmetric Allylic Alkylation

scholarly journals Synthesis of γ-hydroxypropyl P-chirogenic (±)-phosphorus oxide derivatives by regioselective ring-opening of oxaphospholane 2-oxide precursors

2015 ◽  
Vol 11 ◽  
pp. 1332-1339 ◽  
Author(s):  
Iris Binyamin ◽  
Shoval Meidan-Shani ◽  
Nissan Ashkenazi
Keyword(s):  
Ring Opening ◽  
Grignard Reagent ◽  
Grignard Reagents ◽  
Phosphine Oxides ◽  
Phosphorus Oxide ◽  
Alkyl Aryl ◽  
Nucleophilic Ring Opening ◽  
Hydroxypropyl Group

The synthesis of P-chirogenic (±)-phosphine oxides and phosphinates via selective nucleophilic ring opening of the corresponding oxaphospholanes is described. Two representative substrates: the phosphonate 2-ethoxy-1,2-oxaphospholane 2-oxide and the phosphinate 2-phenyl-1,2-oxaphospholane 2-oxide were reacted with various Grignard reagents to produce a single alkyl/aryl product. These products may possess further functionalities in addition to the phosphorus center such as the γ-hydroxypropyl group which results from the ring opening and π-donor moieties such as aryl, allyl, propargyl and allene which originates from the Grignard reagent.

Long sought synthesis of quaternary phosphonium salts from phosphine oxides: inverse reactivity approach

2018 ◽  
Vol 54 (46) ◽  
pp. 5843-5846 ◽  
Author(s):  
Anna C. Vetter ◽  
Kirill Nikitin ◽  
Declan G. Gilheany
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides ◽  
Phosphonium Salts ◽  
New Synthesis ◽  
Quaternary Phosphonium Salts

Reaction of Grignard reagents with chlorophosphonium salts provides a conceptually new synthesis of quaternary phosphonium salts from phosphine oxides by using inverse reactivity at phosphorus.

ChemInform Abstract: Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes.

ChemInform ◽  
2016 ◽  
Vol 47 (9) ◽  
pp. no-no
Author(s):  
Aaron M. Gregson ◽  
Steven M. Wales ◽  
Stephen J. Bailey ◽  
Anthony C. Willis ◽  
Paul A. Keller
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides
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