期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 42, 页码 15016-15020出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201907353
关键词
copper; cyclization; diastereoselectivity; natural products; spiro compounds
资金
- NSFC [21432011, 21772224]
- CAS [QYZDY-SSW-SLH016, XDB20000000, 2017301]
- STCSM [17JC1401200, 17ZR1436900]
A highly diastereoselective copper-catalyzed multicomponent cyclization of exocyclic enol ethers/enamines with methylene malonate and aldehydes has been developed to furnish spiroheterocyclic tetrahydropyrans in high yields with greater than 95:5 d.r. This method is practical, in that 36 examples, including a range of aldehydes and exo-vinyl heterocycles, are presented. By applying the newly developed method, the total synthesis of (+)-broussonetine G and formal synthesis of (+)-broussonetine H were achieved in a concise way.
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