Baylis-Hillman-type carbon-carbon bond formation of alkenylphosphonates by the action of lithium diisopropylamide

A study was conducted to analyze reactions supporting the conjugate addition of lithium diisopropylamide to alkenylphosphonates. The study also investigated the aldol-type reaction of the resulting lithiated phosphonates with aldehydes or ketones. Results indicated that ketones were very good carbonyl substrates and that the conversion of vinyl, propenyl and/or phenylethenylphosphonates to the Baylis-Hillman reaction-type products generated generous products.