1180491-77-3Relevant academic research and scientific papers
A facile and practical total synthetic route for ampelopsin F and permethylated ?-viniferin
Zhang, Jifa,Zhang, Jianqiao,Kang, Yulong,Shi, Jiangong,Yao, Chunsuo
, p. 1587 - 1591 (2016/06/14)
Stilbene dimers (±)-ampelospin F and permethylated (±)-?-viniferin were synthesized by a practical synthetic route with overall yields of 10% and 27%. This route involves triethylsilane-mediated reduction of the 2,3-diarylbenzofuran, and BBr3-mediated one-pot demethylation and cascade intramolecular cyclization reaction.
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.).
Total synthesis of the resveratrol oligomers (±)-Ampelopsin B and (±)-σ-Viniferin
Lindgren, Anders E. G.,?berg, Christopher T.,Hillgren, J. Mikael,Elofsson, Mikael
supporting information, p. 426 - 429 (2016/02/18)
The total synthesis of the resveratrol dimers (±)-ampelopsin B and (±)-σ-viniferin is reported. Highlights of the approach include the use of cyclopropylmethyl groups to protect aromatic alcohols. This group allows an acid promoted three-step, one-pot dep
Palladium-catalyzed α-arylation of aryloxyketones for the synthesis of 2,3-Disubstituted benzofurans
Lee, Jin Ho,Kim, Myungock,Kim, Ikyon
, p. 6153 - 6163 (2014/07/21)
A highly efficient palladium-catalyzed α-arylation of aryloxyketones has been developed, allowing for facile installation of various (hetero)aryl groups at C2 position in good to excellent yields. Subsequent cyclodehydration of the resulting α-arylated ar
A versatile approach to oligostilbenoid natural products - Synthesis of permethylated analogues of viniferifuran, malibatol A, and shoreaphenol
Kim, Ikyon,Choi, Jihyun
experimental part, p. 2788 - 2795 (2009/09/07)
A highly practical route to oligostilbenoid natural products is described. A regioselective Bi(OTf)3-catalyzed cyclodehydration provided ready access to 3-arylbenzofuran. Pd-catalyzed direct C-H activation of benzofuran and subsequent cross-cou
