The First Total Synthesis of (±) Cudraflavanone B and (±)-5-O-Methyl Cudraflavanone B

Acta Chimica Sinica ›› 2005, Vol. 63 ›› Issue (20): 1901-1905. Previous Articles Next Articles

Original Articles

(±) Cudraflavanone B及(±)-5-O-Methyl Cudraflavanone B的全合成研究

杨永刚，张宇，曹小平*

(兰州大学化学化工学院功能有机分子化学国家重点实验室兰州 730000)

投稿日期:2005-04-06 修回日期:2005-06-28 发布日期:2010-12-10
通讯作者: 曹小平

The First Total Synthesis of (±) Cudraflavanone B and (±)-5-O-Methyl Cudraflavanone B

YANG Yong-Gang, ZHANG Yu, CAO Xiao-Ping*

(State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou 730000)

Received:2005-04-06 Revised:2005-06-28 Published:2010-12-10
Contact: CAO Xiao-Ping

Abstract

The total synthesis of natural Cudraflavanone B was first achieved through selective protection of phenolic hydroxyl groups, Mitsunobu reaction, Claisen rearrangement, condensation, cyclization and deprotection starting from 2,4,6-trihydroxyacetophenone and 2,4-dihydroxybenzaldehyde. Meanwhile, the total synthesis of (±)-5-O-methyl-6-(2"-prenyl)-7,2',4'-trihydroxyflavanone was also finished.

Key words: selective protection, Claisen rearrangement, condensation, cyclization

Cite this article

YANG Yong-Gang, ZHANG Yu, CAO Xiao-Ping*. The First Total Synthesis of (±) Cudraflavanone B and (±)-5-O-Methyl Cudraflavanone B[J]. Acta Chimica Sinica, 2005, 63(20): 1901-1905.

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(±) Cudraflavanone B及(±)-5-O-Methyl Cudraflavanone B的全合成研究

The First Total Synthesis of (±) Cudraflavanone B and (±)-5-O-Methyl Cudraflavanone B

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