期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 5, 页码 1790-1793出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b12914
关键词
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资金
- Yale University
- Ford Foundation
- National Science Foundation
A 13-step total synthesis of the fungal meroterpenoid berkeleyone A is reported. The molecular skeleton is formed using the first examples of two critical construction reactions: (1) an epoxide-initiated, beta-ketoester-terminated polycyclization, and (2) an isomerization-cyclization cascade to generate the remaining bicyclo [3.3.1] nonane framework. The resulting 6-step synthesis of the carbocyclic core of the berkeleyone natural products has been used to access protoaustinoid A and berkeleyone A, and will aid future biosynthetic investigations into the origin of related natural products.
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