A new desulphonylation of α,β-unsaturated sulphones via conjugate addition of tributylstannyl-lithium
作者:Masahito Ochiai、Tatsuzo Ukita、Eiichi Fujita
DOI:10.1039/c39830000619
日期:——
α,β-Unsaturatedsulphones (1) on treatment with tributylstannyl-Lithium in tetrahydrofuran at –78 °C, give the Michael type addition products, β-tributylstannyl sulphones (2), and their successive β-elimination by reaction with silica gel affords the desulphonylated olefins (3) in good yields.
Reactions of cyclopentadienyl(phosphine)- (α-benzenesulfonylalkyl)nickel complexes; formation of aldehydes and alkenes from sulfones
作者:Marc Julia、Hélène Lauron、Jean-Noël Verpeaux
DOI:10.1016/0022-328x(90)87184-f
日期:1990.5
Three reactions of the cyclopentadienyl(phosphine)(α-benzenesulfonylalkyl)nickel complexes have been investigated: (i) oxidation with oxygen is shown to provide a new and efficient method of preparing aldehydes from sulfones; (ii) treatment with strong Lewis acids gives the corresponding terminal alkenes (the mechanism is briefly discussed); (iii) deprotonation by strong bases gives an anionic species
Synthesis, structure, and stability of cyclopentadienyl-(triphenylphosphine)(α-benzenesulfonylalkyl)nickel complexes
作者:M. Julia、H. Lauron、J.N. Verpeaux、Y. Jeannin、C. Bois
DOI:10.1016/0022-328x(88)87107-9
日期:1988.12
moderate yields by reaction of α-sulfonylcarbanions with Cp(PPh3)NiCl; the crystal structure of two of these complexes shows that the nicle atom is linked to the α-carbon of the sulfonyl group and there is no interactioin between the metal and the SO2 moiety. When their solution in benzene are warmed to 90°C, these complexes very cleanly yield the corresponding α,β-unsaturated sulfone (E isomer). An efficient