139024-89-8Relevant academic research and scientific papers
Stereoselective synthesis of racemic and optically active E-vinyl and E- dienyl sulfoxides via Wittig reaction of α-sulfinyl phosphonium ylides
Mikolajczyk, Marian,Perlikowska, Wieslawa,Omelanczuk, Jan,Cristau, Henri-Jean,Perraud-Darcy, Anne
, p. 9716 - 9722 (2007/10/03)
A series of α-sulfinyl phosphonium ylides have been obtained in the reaction of phosphonium mono- and diylides with sulfinic acid esters. The use of (-)-(S)-menthyl p-toluenesulfinate in this reaction afforded the corresponding (S)-((p-tolylsulfinyl)methyl)triphenylphosphonium ylide. The Wittig reaction of these ylides with saturated and unsaturated aldehydes resulted in the formation of racemic and optically active (+)-(R)-vinyl and dienyl sulfoxides with the E-geometry. The synthesis of (+)-(R)-((p- tolylsulfinyl)methyl)triphenylphosphonium iodide as a precursor of the optically active ylide has also been described.
Synthesis and diastereoselective complexation of enantiopure sulfinyl dienes: The preparation of sulfinyl iron(0) dienes
Paley, Robert S.,De Dios, Alfonso,Estroff, Lara A.,Lafontaine, Jennifer A.,Montero, Carlos,McCulley, David J.,Rubio, M. Belen,Ventura, Maria Paz,Weers, Heather L.,De la Pradilla, Roberto Fernandez,Castro, Sonia,Dorado, Rocio,Morente, Miguel
, p. 6326 - 6343 (2007/10/03)
The preparation of a diverse array of enantiomerically pure 1- and 2- sulfinyl dienes has been achieved via Stille coupling of halovinyl sulfoxides and vinyl stannanes, hydrogenation of 1-sulfinyl-1-en-3-ynes, or vinylcupration of 1-sulfinyl alkynes. Form
Stereocontrolled Synthesis of Enantiomerically Pure Dienyl Sulfoxides via Palladium-Catalyzed Coupling Reactions
Paley, Robert S.,Dios, Alfonso de,Pradilla, Roberto Fernandez de la
, p. 2429 - 2432 (2007/10/02)
The palladium-catalyzed coupling of enantiopure 2-halovinylsulfoxides and (E)-vinyl stannanes proceeds in an efficient, stereospecific manner to afford enantiopure 1-sulfinyldienes.
Short and efficient synthesis of enantiomerically pure 4-substituted (1E,3E)-1[(R)-p-tolylsulfinyl]-1,3-butadiens
Solladie,Ruiz,Colobert,Carreno,Garcia-Ruano
, p. 1011 - 1012 (2007/10/02)
The title compounds were readily prepared in two steps by the condensation of (+)-methyl-p-tolyl (R)-sulfoxide to α,β-unsaturated aldehydes followed by a one-pot dehydration of the resulting β-hydroxy sulfoxides.
