3-去羟基Phomonol的合成
收稿日期: 2019-03-08
修回日期: 2019-04-18
网络出版日期: 2019-04-26
基金资助
国家自然科学青年基金（No.21302129）和浙江省自然科学基金（No.LQ13B020002）资助项目.
Synthesis of 3-Dehydroxyphomonol
Received date: 2019-03-08
Revised date: 2019-04-18
Online published: 2019-04-26
Supported by
Project supported by the National Natural Science Foundation of China (No. 21302129) and the Natural Science Foundation of Zhejiang Province (No. LQ13B020002).
以商业购买的（R）-3-羟基-4-氯丁酸乙酯或者（S）-1，2-环氧戊烷为原料，经过6步反应，完成了天然产物类似物3-去羟基phomonol的合成，关键步骤包括格氏反应，Prins环化反应和钯催化分子内烷氧羰基化反应等，无保护基合成策略的应用缩短了合成步骤，提高了合成的效率.
关键词： 合成; 3-去羟基phomonol; Prins环化反应; 钯催化分子内烷氧羰基化反应
叶青青 , 张梦帆 , 刘耀宗 , 杨震 . 3-去羟基Phomonol的合成[J]. 有机化学, 2019 , 39(9) : 2671 -2675 . DOI: 10.6023/cjoc201903014
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.
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