A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides with carbon-carbon bond- formation

Article abstract of DOI:10.1016/S0040-4039(99)01666-4

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.