scholarly journals Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2-Ethynylphenyl(diaryl)phosphine Oxides

2021 ◽  
Author(s):  
Łukasz Ponikiewski ◽  
Sylwia Sowa
Keyword(s):  
Ring Opening ◽  
Grignard Reagents ◽  
Phosphine Oxides

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.

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

Regio- and Stereoselective Copper-Catalyzed Ring Opening of Dihetero­bicyclic Alkenes with Grignard Reagents

Synthesis ◽  
2012 ◽  
Vol 44 (10) ◽  
pp. 1511-1514 ◽  
Author(s):  
Mauro Pineschi ◽  
Stefano Crotti ◽  
Valeria Di Bussolo
Keyword(s):  
Ring Opening ◽  
Grignard Reagents

Facile synthesis of chiral 1,2-chlorohydrins via the ring-opening of meso-epoxides catalyzed by chiral phosphine oxides

Tetrahedron ◽  
2013 ◽  
Vol 69 (14) ◽  
pp. 3075-3081 ◽  
Author(s):  
Shunsuke Kotani ◽  
Haruka Furusho ◽  
Masaharu Sugiura ◽  
Makoto Nakajima
Keyword(s):  
Ring Opening ◽  
Phosphine Oxides ◽  
Facile Synthesis

Highly Enantioselective Copper-Catalyzed Ring Opening of Oxabicyclic Alkenes with Grignard Reagents

2008 ◽  
Vol 3 (12) ◽  
pp. 2105-2111 ◽  
Author(s):  
Wei Zhang ◽  
Shou-Fei Zhu ◽  
Xiang-Chen Qiao ◽  
Qi-Lin Zhou
Keyword(s):  
Ring Opening ◽  
Grignard Reagents ◽  
Oxabicyclic Alkenes
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