257904-75-9Relevant academic research and scientific papers
A new radical synthesis of allenes
Delouvrie, Benedicte,Lacote, Emmanuel,Fensterbank, Louis,Malacria, Max
, p. 3565 - 3568 (1999)
The unprecedented radical β-elimination of vinylsulfoxides opens a new access to functionalized di- and trisubstituted allenes. The radical precursors are obtained in two steps from a carbonyl derivative and a vinylsulfoxide. The radical translocation trick can also be used to trigger the β-elimination of the sulfinyl radical.
A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides with carbon-carbon bond- formation
Satoh, Tsuyoshi,Kuramochi, Yuko,Inoue, Yujiro
, p. 8815 - 8818 (2007/10/03)
Ligand exchange reaction of β-mesyloxy sulfoxides or β-acetoxy sulfoxides, which were derived from alkenyl aryl sulfoxides and aldehydes in two steps, with n-BuLi or EtMgBr at low temperature gave allenes in good yields. Optically active allenes were synthesized starting from optically active 2-phenylethenyl p-tolyl sulfoxides.
