167690-79-1Relevant articles and documents
Stereocontrolled Synthesis of Enantiomerically Pure 2-Dienyl Sulfoxides via Palladium-Catalyzed Coupling Reactions
Paley, Robert S.,Weers, Heather L.,Fernandez, Paloma
, p. 3605 - 3608 (1995)
Enantiopure 2-sulfinyl dienes can be prepared via regio- and stereoselective hydrostannylation of alkynylsulfoxides; after conversion to the corresponding vinyliodides these substrates may be coupled with vinylstannanes via Stille methodology in the prese
Synthesis of Enantiopure 3-Hydroxypiperidines from Sulfinyl Dienyl Amines by Diastereoselective Intramolecular Cyclization and [2,3]-Sigmatropic Rearrangement
Simal, Carmen,Bates, Robert H.,Urena, Mercedes,Giménez, Irene,Koutsou, Christina,Infantes, Lourdes,Fernández De La Pradilla, Roberto,Viso, Alma
, p. 7674 - 7692 (2015/08/18)
The highly diastereoselective base-promoted intramolecular cyclization of a variety of enantiopure sulfinyl dienyl amines provides novel sulfinyl tetrahydropyridines that are readily converted to 3-hydroxy tetrahydropyridines via sigmatropic rearrangement. The influence of N- and C- substituents on the process has been studied. Procedures to shorten the sequence such as the tandem cyclization followed by [2,3]-sigmatropic rearrangement, as well as cyclization of the free amine, under Boc- or ArSO- deprotection conditions have been examined. Good to excellent levels of selectivity are generally observed for the reported transformations (dr: 75/25 to >98/2). A novel protocol to access substituted amino dienyl sulfoxides is also reported.
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