106852-80-6Relevant articles and documents
Total Synthesis of (±)-Codonopiloneolignanin A
Gao, Zhiyu,Ren, Li,Wang, Ruizhi,Shi, Liang,Wang, Yanhai,Su, Feng,Hao, Hong-Dong
, p. 5684 - 5688 (2021)
An intramolecular formal [3 + 2] cationic cycloaddition between benzylic carbocation and styrene was developed for the total synthesis of codonopiloneolignanin A. Further study shows benzocycloheptene as a good substrate for 1,3-dipolar cycloaddition, and a model study toward cephalocyclidine A skeleton was reported.
Synthesis of the 5-hydroxymethyl-6-aryl-8-oxabicyclo[3.2.1]oct-3-en-2-one natural products descurainin and cartorimine
Snider, Barry B.,Grabowski, James F.
, p. 5171 - 5177 (2006)
Reaction of pyranulose 6 with styrenes 12c or 13 and Et3N in CH2Cl2 at 25 °C afforded the [5+2] cycloadducts 14c and 15, which were hydrolyzed to give the natural products 1 and descurainin (2) in 24 and 27% overall yield, respectively. Heating pyranulose 6 with cinnamate ester 21 in the presence of 2,6-di-t-butylpyridine in CH3CN at 175 °C afforded the [5+2] cycloadduct, which was hydrolyzed to give cartorimine (3) in 13% yield.
Alpha,beta-unsaturated ketone derivatives, preparation method of derivatives and application of derivatives as medicines
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Paragraph 0171-0175, (2019/12/15)
The invention relates to the technical field of medicine, and proposes alpha,beta-unsaturated ketone derivatives and a preparation method thereof. The derivatives have a structural general formula represented by a formula I shown in the specification, whe
The synthesis and analysis of lignin-bound Hibbert ketone structures in technical lignins
Miles-Barrett, Daniel M.,Neal, Andrew R.,Hand, Calum,Montgomery, James R.D.,Panovic, Isabella,Ojo, O. Stephen,Lancefield, Christopher S.,Cordes, David B.,Slawin, Alexandra M.Z.,Lebl, Tomas,Westwood, Nicholas J.
supporting information, p. 10023 - 10030 (2016/11/06)
Understanding the structure of technical lignins resulting from acid-catalysed treatment of lignocellulosic biomass is important for their future applications. Here we report an investigation into the fate of lignin under acidic aqueous organosolv conditions. In particular we examine in detail the formation and reactivity of non-native Hibbert ketone structures found in isolated organosolv lignins from both Douglas fir and beech woods. Through the use of model compounds combined with HSQC, HMBC and HSQC-TOCSY NMR experiments we demonstrate that, depending on the lignin source, both S and G lignin-bound Hibbert ketone units can be present. We also show that these units can serve as a source of novel mono-aromatic compounds following an additional lignin depolymerisation reaction.