417712-08-4Relevant academic research and scientific papers
Synthesis of allenes by double Horner-Wadsworth-Emmons reaction
Inoue, Hideki,Tsubouchi, Hiroshi,Nagaoka, Yasuo,Tomioka, Kiyoshi
, p. 83 - 90 (2007/10/03)
LDA treatment of aldehydes or ketone with alkenylphosphonates 2, prepared by Horner-Wadsworth-Emmons (HWE) reaction of methylenebisphosphonate 1 with aldehydes, afforded Baylis-Hillman reaction-type products 5 in high yields. HWE olefination of 5 with KH or KH-18-crown-6 as a base provided allenes in good yields. One-flask procedure was successfully developed starting from 1 to afford an allene in a reasonably good yield.
