51655-65-3Relevant articles and documents
From vinyl sulfides, sulfoxides and sulfones to vinyl zirconocene derivatives
Farhat, Shahera,Zouev, Irena,Marek, Ilan
, p. 1329 - 1337 (2007/10/03)
An easy and straightforward new method for the preparation of sp 2 zirconocene derivatives from a wide range of heterosubstituted alkenes such as vinyl sulfides, sulfoxides and sulfones is described. In all cases, a complete isomerization of the stereochemistry is observed and only the E-isomer is obtained. The reactivity of the resulting vinylic organometallic can be increased by a transmetalation reaction into organocopper, organozinc or organopalladium species and, therefore, several carbon-carbon formation were easily realized.
New Synthetic Methods, 7. - β-Ketosulfones, Useful Ethylenediide Equivalents for the Preparation of Olefins and the Synthesis of 6-Nonen-1-ol, the Sex Attractant of the Mediterranean Fruit Fly (Ceratitus capitata)
Scholz, Dieter
, p. 98 - 106 (2007/10/02)
β-Ketosulfones, which form dianions (α and γ position), are alkylated in both positions.Brominating cleavage gives α-bromosulfones which, by Ramberg-Baecklund rearrangement, form olefins.The synthesis of 6-nonen-1-ol, starting from 2-(methylsulfonyl)cyclohexanone, is described.