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.
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。
