Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5‐Trimethoxybenzaldehyde Dimethyl Acetal.

Abstract

Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5-Trimethoxybenzaldehyde Dimethyl Acetal. -Naturally occurring trans-stilbenes (VI) and (XIII), which possess antibiotic activity, are prepared via reductive metalation and reaction with suitable electrophiles as the key step. -(AZZENA*, U.; IDINI, M. V.; PILO, L.; Synth. Commun. 33 (2003) 8, 1309-1317; Dip. Chim., Univ. Sassari, I-07100 Sassari, Italy; Eng.) -M. Bohle 36-176

Ligustrazine Derivatives. Part 4: Design, Synthesis, and Biological Evaluation of Novel Ligustrazine‐based Stilbene Derivatives as Potential Cardiovascular Agents

“…3,5,6‐Trimethylpyrazine‐2‐carbaldehyde 6 was prepared by the Pfitzner‐Moffatt oxidation [20]. The intermediate 5 or 6 was converted to stilbene derivatives ( A1 – 27 ) via Horner–Wadsworth–Emmons reaction [21]. The chemical structures of newly synthesized compounds were confirmed by IR, NMR, and ESI‐MS.…”