3-去羟基Phomonol的合成（英文）

Synthesis of 3-Dehydroxyphomonol

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.

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.