Total Synthesis of Cudratricusxanthone B

doi:10.6023/cjoc201708060

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 156-161.DOI: 10.6023/cjoc201708060 Previous Articles Next Articles

Special Issue: 庆祝吴养洁院士九十华诞专辑

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Cudratricusxanthone B的全合成

周鹏飞, 侯爱君, 王洋

复旦大学药学院上海 201203

收稿日期:2017-08-30 修回日期:2017-09-21 发布日期:2017-10-24
通讯作者: 侯爱君, 王洋 E-mail:ajhou@shmu.edu.cn;wangyang@shmu.edu.cn
基金资助:
国家自然科学基金（Nos.21472025，21172044，81222045，21372049）资助项目.

Total Synthesis of Cudratricusxanthone B

Zhou Pengfei, Hou Aijun, Wang Yang

School of Pharmacy, Fudan University, Shanghai 201203

Received:2017-08-30 Revised:2017-09-21 Published:2017-10-24
Contact: 10.6023/cjoc201708060 E-mail:ajhou@shmu.edu.cn;wangyang@shmu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21472025, 21172044, 81222045, 21372049).

1. Total Synthesis of Cudratricusxanthone B.PDF(1331KB)

Abstract

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.

Key words: cudratricusxanthone B, isoprenylated xanthone, Claisen rearrangement, total synthesis

Cite this article

Zhou Pengfei, Hou Aijun, Wang Yang. Total Synthesis of Cudratricusxanthone B[J]. Chin. J. Org. Chem., 2018, 38(1): 156-161.

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Cudratricusxanthone B的全合成

Total Synthesis of Cudratricusxanthone B

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