期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 15, 页码 6757-6765出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00608
关键词
-
资金
- Natural Science Foundation of China [21232001]
Reported here is a formal synthesis of gracilamine using Rh(I)-catalyzed [3 + 2 + 1] reaction of yne-VCP (+/-)-4 and CO. The key reaction gave the cycloadduct (+/-)-trans-3 with the A-B-C core structure of gracilamine. This advanced intermediate was further transformed to Gao's intermediate (+/-)-2 via regular transformations to realize the formal synthesis of gracilamine. The present strategy was used to accomplish the asymmetric formal synthesis of gracilamine using chiral substrate (+)-4.
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