Citation: Zhou Pengfei, Hou Aijun, Wang Yang. Total Synthesis of Cudratricusxanthone B[J]. Chinese Journal of Organic Chemistry, ;2018, 38(1): 156-161. doi: 10.6023/cjoc201708060 shu

Total Synthesis of Cudratricusxanthone B

School of Pharmacy, Fudan University, Shanghai 201203

Corresponding author: Hou Aijun, ajhou@shmu.edu.cn Wang Yang, wangyang@shmu.edu.cn
Received Date: 30 August 2017
Revised Date: 21 September 2017
Available Online: 24 January 2017
Fund Project: the National Natural Science Foundation of China 21472025the National Natural Science Foundation of China 21372049the National Natural Science Foundation of China 21172044the National Natural Science Foundation of China 81222045Project supported by the National Natural Science Foundation of China (Nos. 21472025, 21172044, 81222045, 21372049)

Figures(5)

The efficient total synthesis of cudratricusxanthone B (1), a biologically interesting natural isoprenylated xanthone, has been achieved for the first time starting from commercially available 2, 4-dihydroxybenzoic acid via a linear reaction sequence of 8 steps with the overall yield of 3.1%, wherein Claisen rearrangement and demethylation with AlCl₃/pyridine are used as key reactions. This work definitely laid the foundation for the further pharmacological study of this natural compound. Meanwhile, another xanthone (2) has been synthesized, which proved the reported structure of the natural xanthone staudtiixanthone D to be wrong.
- cudratricusxanthone B,
- isoprenylated xanthone,
- Claisen rearrangement,
- total synthesis
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