34875-02-0Relevant articles and documents
Rh-Catalyzed Asymmetric Hydrogenation of β-Substituted-β-thio-α,β-unsaturated Esters: Expeditious Access to Chiral Organic Sulfides
Liu, Gang,Han, Zhengyu,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 5636 - 5639 (2018/09/12)
Rh/bifunctional bisphosphine-thiourea ligand (ZhaoPhos)-catalyzed asymmetric hydorgenation of both (Z)- and (E)-isomers of β-substituted-β-thio-α,β-unsaturated esters was successfully developed. This new asymmetric catalytic methodology provided highly efficient access to two enantiomers of chiral organic sulfides ethyl β-substituted-β-thio-propanoates with excellent results (up to 99% yield and >99% ee for (Z)-substrates, up to 99% yield and 98% ee for (E)-substrates, TON up to 5000), which are important intermediates in organic synthesis.
Sulfonium Ylides by (3+2) Cycloaddition of Arynes with Vinyl Sulfides: Stereoselective Synthesis of Highly Substituted Alkenes
Li, Yuanming,Mück-Lichtenfeld, Christian,Studer, Armido
supporting information, p. 14435 - 14438 (2016/11/11)
The reaction of in situ generated arynes with vinyl sulfides provides benzannulated sulfonium ylides in a (3+2) cycloaddition. Trapping of the intermediate ylides with electrophiles (proton transfer or a second aryne addition) and subsequent β-elimination give rise to di-, tri-, or tetrasubstituted alkenes with high stereoselectivity. Experimental studies and DFT calculations provide insight into the mechanisms of these cascade reactions.
Synthesis of 2-(Trimethylsilyl)ethyl Benzenesulfenate and Benzeneselenenate and Their Reaction with Some Electrophiles in the Presence of Tetrabutylammonium Fluoride
Oida, Tatsuo,Ohnishi, Atsushi,Shimamaki, Toshiharu,Hayashi, Yoshiyuki,Tanimoto, Shigeo
, p. 702 - 704 (2007/10/02)
2-(Trimethylsilyl)ethyl benzenesulfenate was allowed to react with several halides in the presence of tetrabutylammonium fluoride (TBAF) to afford the corresponding phenyl sulfoxides as the main product.In the reaction of 2-(trimethylsilyl)ethyl benzeneselenenate and several halides with TBAF, the corresponding alcohols were obtained as the main product.
