26486-92-0Relevant academic research and scientific papers
Design of a Functional Chromene-Type Kobayashi Precursor: Gram-Scale Total Synthesis of Natural Xanthones by Highly Regioselective Aryne Annulation
Xu, Yuan-Ze,Sha, Feng,Wu, Xin-Yan
, p. 1066 - 1071 (2020/12/18)
The 2,2-dimethyl-2H-chromene motif is widely found in many bioactive molecules, and is a privileged structure in the pharmaceutical arena. We have developed a concise and regioselective approach to chromenes and chromanes through an aryne-based synthetic
Efficient total synthesis and biological activities of 6-deoxyisojacareubin
Dai, Ming,Yuan, Xing,Zhu, Zhi-Jun,Shan, Lei,Liu, Run-Hui,Sun, Qing-Yan,Zhang, Wei-Dong
, p. 314 - 320 (2013/06/05)
6-Deoxyisojacareubin was directly synthesized in a six-step route with an overall yield of about 20%. In this route, the excellent site selectivity of this Claisen rearrangement-cyclization reaction cascade was achieved by inserting a bulky p-tosyl group
Synthesis of 2-hydroxy-3-methylbut-3-enyl substituted coumarins and xanthones as natural products. Application of the Schenck ene reaction of singlet oxygen with ortho-prenylphenol precursors
Helesbeux, Jean-Jacques,Duval, Olivier,Dartiguelongue, Caroline,Séraphin, Denis,Oger, Jean-Michel,Richomme, Pascal
, p. 2293 - 2300 (2007/10/03)
Application of our original photooxidation-reduction methodology to prenylated dihydroxycoumarin and trihydroxyxanthone compounds led to the corresponding ortho-(2-hydroxy-3-methylbut-3-enyl)phenol derivatives with yields ranging from 8 to 65%. In most of the reported experiments, the oxidation products distribution, after the photooxygenation step, was controlled by the competition between the large group effect and the stabilising phenolic assistance effect. We also showed that ortho-(3-hydroxy-3- methylbut-1-enyl)phenol derivatives could be considered as biogenetic precursors of 2,2-dimethylbenzopyranic structures.
