108670-81-1Relevant articles and documents
Diastereoselective nucleophilic additions to vinyl phosphine oxides
Barteis, Bjoern,Ciayden, Jonathan,Martin, Concepcion Gonzalez,Neison, Adam,Russell, Matthew G.,Warren, Stuart
, p. 1807 - 1822 (2007/10/03)
Some hydrogen, carbon, silicon, sulfur, nitrogen and oxygen nucleophiles react diastereoselectively with γ-oxygenated chiral vinyl phosphine oxides to give β-substituted phosphine oxides. Lithium N-benzyl-α-methylbenzylamide adds to prochiral vinyl phosphine oxides in the presence of trimethylsilyl chloride to provide, after protodesilylation, β-amino phosphine oxides as single diastereoisomers.
Asymmetric dihydroxylation of allylic phosphine oxides
Nelson, Adam,Warren, Stuart
, p. 2645 - 2657 (2007/10/03)
Diphenylphosphinoyl diols have been produced by asymmetric dihydroxylation (AD) of allylic phosphine oxides and have been shown to be useful synthetic intermediates. The results of this study are discussed in terms of the model which has been proposed by Sharpless to explain the enantioselectivity of his AD reaction. The dihydroxylation results are thus of both mechanistic and synthetic value.
Tandem Peterson-Michael reaction using α-silylalkylphosphine chalcogenides and Horner-Emmons reaction of in situ generated α-carbanions of its products
Kawashima, Takayuki,Nakamura, Mio,Inamoto, Naoki
, p. 487 - 507 (2007/10/03)
Title tandem reaction was achieved by using α-(trimethylsilyl)-alkylphosphine chalcogenides and the lithio derivative of 2-hydroxytetrahydropyran. The Horner-Emmons reaction of the tandem products was accomplished to give the corresponding 2-(β-styryl)tet
Asymmetric dihydroxylations of allylic phosphine oxides
Nelson,O'Brien,Warren
, p. 2685 - 2688 (2007/10/02)
Allylic phosphine oxides 6 undergo asymmetric dihydroxylation to yield 1,2 diols 9. The enantioselectivity of these reactions depends critically on the class and quantity of chiral ligand used. A model to explain the sense and degree of asymmetric inducti
TANDEM PETERSON-MICHAEL REACTIONS USING α-SILYLALKYLPHOSPHINE CHALCOGENIDES AND HORNER-EMMONS REACTION
Kawashima, Takayuki,Nakamura, Mio,Inamoto, Naoki
, p. 293 - 298 (2007/10/02)
The title tandem reaction was achieved by using 1-(trimethylsilyl)alkylphosphine chalcogenides and the lithio derivative of 2-hydroxytetrahydropyran.The Horner-Emmons reaction of the tandem product was accomplished by in-situ generation and trapping of th