(+)-Aplykurodinone-1 的全合成。
Total Synthesis of (+)-Aplykurodinone-1.
机构信息
Guangzhou Institute of Biomedicine and Health, The University of the Chinese Academy of Sciences , 190 Kaiyuan Avenue, The Science Park of Guangzhou, Guangdong 510530, China.
The Bestsyn Technologies, 188 Kaiyuan Avenue, The Science Park of Guangzhou, Guangdong 510530, China.
出版信息
Org Lett. 2017 Sep 15;19(18):4861-4863. doi: 10.1021/acs.orglett.7b02350. Epub 2017 Aug 31.
Starting from (R)-citronellic acid and (R)-seudenol, the total synthesis of (+)-aplykurodinone-1, a highly degraded marine steroid, has been achieved in 11 steps and in 19% overall yield with excellent stereochemical control. In addition to the features such as an Ireland-Claisen rearrangement, an intramolecular carbonyl-ene cyclization, and an intramolecular Michael addition, the present synthetic strategy is accomplished without the use of protecting groups.
从（R）-香茅酸和（R）-伪异缬草醇出发，通过 11 步反应，总收率为 19%，以优异的立体化学控制实现了高度降解的海洋甾体（+）-阿普利库罗酮-1 的全合成。除了 Ireland-Claisen 重排、分子内羰基-烯环化和分子内迈克尔加成等特征外，本合成策略还无需使用保护基团。
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