55163-72-9Relevant articles and documents
Synthesis of chiral acetals by asymmetric selenenylations
Uehlin, Lars,Wirth, Thomas
experimental part, p. 1374 - 1385 (2010/03/03)
Asymmetric selenenylations of (E)-ethoxystyrene are described leading to chiral acetals. An efficient synthesis of such compounds including the determination of their absolute configuration is described.
CONVERSION OF ALKYL PHENYL SELENIDES AND SELENOXIDES INTO DIALKYL ETHERS. NUCLEOFUGACITY ENHANCEMENT OF THE PLENYLSELENINYL GROUP BY meta-CHLOROPERBENZOIC ACID IN ALCOHOLS
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Bartoli, Donatella
, p. 423 - 428 (2007/10/02)
The recently reported conversion of alkyl phenyl selenides into dialkyl ethers, promoted by MCPBA in alcohols, has been reinvestigated.It is concluded that the reactive intermediate does not derive from the selenones, as reported, but from the selenoxides.It is suggested that MCPBA adds to the selenoxide function to give an intermediate which easily gives rise to solvolysis; thus, the addition of MCPBA greatly enhances the nucleofugacity of the phenylseleninyl group.The synthesis and the reactivity of several 1-phenyl, 2-phenylseleninyl- and 1-phenyl-, 2-phenylselenonyl-ethanes are also described.