36939-20-5Relevant academic research and scientific papers
Sulfoxide-modified Julia-Lythgoe olefination: Highly stereoselective di-, tri-, and tetrasubstituted double bond formation
Pospisil, Jiri,Pospisil, Tomas,Marko, Istvan E.
, p. 1953 - 1969 (2007/10/03)
A novel modification of the classical Julia-Lythgoe olefination, using sulfoxides instead of sulfones, affords, after in situ benzoylation and SmI 2/HMPA or SmI2/DMPU-mediated reductive elimination, 1,2-di-, tri- and tetrasubstituted olefins in moderate to good yields and E/Z selectivity. The conditions are mild and the procedure is widely applicable. The reaction mechanism was studied and a general model, describing the reaction selectivity, is proposed.
Sulfoxides in Julia-Lythgoe olefination: Efficient and stereoselective preparation of di-, tri-, and tetrasubstituted olefins
Pospisil, Jiri,Pospisil, Tomas,Marko, Istvan E.
, p. 2373 - 2376 (2007/10/03)
(Chemical Equation Presented) A novel modification of the classical Julia-Lythgoe olefination, using sulfoxides instead of sulfones, affords, after in situ benzoylation and Sml2/HMPA- or DMPU-mediated reductive elimination, 1,2-di-, tri-, and tetrasubstituted olefins in moderate to excellent yields and E/Z selectivity. The conditions are mild, and the procedure is broadly applicable.
THE WITTIG-HORNER ROUTE TO TRI-SUBSTITUTED ALKENES: SYNTHESIS OF Z-α-BISABOLENE
Buss, Antony D.,Warren, Stuart
, p. 111 - 114 (2007/10/02)
E and Z isomers of trisubstituted alkenes may separately be prepared by the Wittig-Horner reaction.Z-α-bisabolene has been made by this route.
