Citation: Ye Qingqing, Zhang Mengfan, Liu Yaozong, Yang Zhen. Synthesis of 3-Dehydroxyphomonol[J]. Chinese Journal of Organic Chemistry, ;2019, 39(9): 2671-2675. doi: 10.6023/cjoc201903014 shu

Synthesis of 3-Dehydroxyphomonol

a.
Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000
b.
Gansu Yinguang Juyin Chemical Co., Ltd, Baiyin, Gansu 730900

Corresponding author: Yang Zhen, yangzhen09@usx.edu.cn
Received Date: 8 March 2019
Revised Date: 18 April 2019
Available Online: 26 September 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21302129) and the Natural Science Foundation of Zhejiang Province (No. LQ13B020002)the Natural Science Foundation of Zhejiang Province LQ13B020002the National Natural Science Foundation of China 21302129

Figures(5)

A concise synthesis of 3-dehydroxyphomonol has been accomplished in six steps from commercially available (R)-4-chloro-3-hydroxy-butyric acid ethyl ester or (S)-2-propyl-oxirane. The key steps involved Grignard reaction, Prins cyclization and palladium-catalyzed intramolecular alkoxycarbonylation to install the tetrahydropyran ring. The synthesis demonstrated an application of protecting-group-free strategy.
- synthesis,
- 3-dehydroxyphomonol,
- Prins cyclization,
- palladium-catalyzed intramolecular alkoxycarbonylation
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1.
沈阳化工大学材料科学与工程学院沈阳 110142