115205-58-8Relevant articles and documents
" On-water " thiolysis of epoxides promoted by PhSZnBr
Propersi, Simona,Tidei, Caterina,Bagnoli, Luana,Marini, Francesca,Testaferri, Lorenzo,Santi, Claudio
, p. 671 - 676 (2014/01/06)
The synthesis of a new bench-stable and odorless zinc thiolate is here reported. The thiolysis of epoxides effected using this reagent showed a considerable rate acceleration of the reaction when effected in "on-water" conditions. In addition, the reactio
Regiochemistry of Nucleophilic Opening of β-Substituted Styrene Oxides with Thiolate Anions: Model Experiments in the Synthesis of Leukotriene Analogues
Marples, Brian A.,Saint, Christopher G.,Traynor, John R.
, p. 567 - 574 (2007/10/02)
β-Substituted trans-styrene oxides are cleaved with thiolate anions highly regioselectively by attack at the α-carbon whereas the cis-isomers are cleaved by attack at the α- and β-carbons.Cysteine, in a suitably protected form, similarly cleaves β-substituted trans-styrene oxides, thus allowing the synthesis of a simple LTE model.