89113-94-0Relevant academic research and scientific papers
Preparation and oxidation of α-phenylselanyl esters
Lebarillier, Loic,Outurquin, Francis,Paulmier, Claude
, p. 7483 - 7493 (2007/10/03)
Alkylation and selenenylation of selenium-stabilized ester enolates have allowed the preparation of α-phenylselanyl esters 5, 7, 8 and of α,α-bis(phenylselanyl)esters 6, respectively. The competitive selenophilic reaction, leading to an allylic phenylselenide 9, was avoided in the presence of HMPA. α-phenylselanyl α,β-unsaturated esters 15 were prepared by oxidation of compounds 6 and dehydrohalogenation of β-chloroesters 17. Some other transformations: oxidation, transesterification and Grignard reaction were also studied. H2O2 oxidation of Z-esters 15 has led to stable E-α-seleninyl esters 20. (C) 2000 Elsevier Science Ltd.
ALKENE CARBOSULPHENYLATION AND CARBOSELENYLATION: THE USE OF ALLYLTRIMETHYLSILANE AND O-SILYLATED ENOLATES.
Alexander, Rikki P.,Paterson, Ian
, p. 5911 - 5914 (2007/10/02)
Allyltrimethylsilane, as well as O-silylated enolates, can be alkylated by the PhSCl adducts of alkenes and vinyl ethers (1, X=SPh); the PhSeCl analogues (1, X=SePh), however, are less useful for alkylation purposes due to competing nucleophilic attack at selenium.
