Acyl-lithiation of olefins: Formation of cyclopentenones from 1-lithio-butadienes and CO

作者:Song QL; Li ZP; Chen JL; Wang CY; Xi ZF*
来源:Organic Letters, 2002, 4(26): 4627-4629.
DOI:10.1021/ol026977l

摘要

Intramolecular acyl-lithiation of C=C double bonds proceeds following carbonylation of 1-lithio-1,3-dienes with CO to afford 2- or 3-cyclopentenone derivatives in good to excellent yields after hydrolysis. Addition of electrophiles to the carbonylation reaction mixtures affords various multiply substituted cyclopentenones.