223591-26-2Relevant academic research and scientific papers
Total Synthesis of Viniferifuran, Resveratrol-Piceatannol Hybrid, Anigopreissin A and Analogues – Investigation of Demethylation Strategies
Vo, Duc Duy,Elofsson, Mikael
supporting information, p. 4085 - 4092 (2016/12/30)
Resveratrol-based natural products constitute a valuable source of unique compounds with diverse biological activities. In this report we investigate demethylation strategies to minimize formation of cyclized and dimerized products during the synthesis of viniferifuran and analogues. We found that boron trichloride/tetra-n-butylammonium iodide (BCl3/TBAI) is typically more effective than boron tribromide (BBr3). Based on these findings we carried out the first syntheses of dehydro-δ-viniferin, resveratrol-piceatannol hybrid and anigopreissin A. In addition, we have developed a short and efficient route to viniferifuran that was obtained in 13% yield over six steps. (Figure presented.).
New oligostilbenes having a benzofuran from Vitis vinifera 'Kyohou'
Ito, Junko,Takaya, Yoshiaki,Oshima, Yoshiteru,Niwa, Masatake
, p. 2529 - 2544 (2007/10/03)
Three new oligostilbenes having a benzofuran moiety, viniferifuran, (+)- vitisifuran A and (-)-vitisifuran B, were isolated from Vitis vinifera 'Kyohou'. The structures of these oligostilbenes including the absolute configuration were elucidated by spectroscopic and chemical methods. Furthermore, these were chemically transformed from (+)-ε-viniferin, (+)- vitisin A and (-)-vitisin B, respectively, whose absolute configurations are known.
