Reactions of Vinylphosphonates. 3. One-Pot Synthesis of Dienes and Their Analogues from Vinylphosphonates, Aldehydes and Diethyl Phosphonates

Article abstract of DOI:10.1246/bcsj.58.2139

Functionalized dienes and tetraenes were synthesized in 26-63percent yields by the one-pot reaction of the phosphoryl-stabilized carbanions, prepared from the Michael addition of diethyl lithiophosphonate to vinylphosphonates, with aromatic aldehydes.A similar reaction using phthalaldehyde gave 2-methylsulfonylnaphthalene (7) in 31percent yield via an intramolecular double Horner-Wittig reaction.