期刊
ORGANIC LETTERS
卷 11, 期 5, 页码 1107-1110出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol9000119
关键词
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资金
- NSF [CHE-0749451]
- ACS-PRF [47094-AC1]
- NSF-EPSCoR [0314742]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1114891] Funding Source: National Science Foundation
- Office Of The Director
- EPSCoR [0314742] Funding Source: National Science Foundation
The enantioselective synthesis of cladospolide B, C, and (ent)-cladospolide D has been achieved In 11-15 steps from 1-nonyne. The route relies upon an alkyne zipper reaction to relay an ynone and dienoate functional groups across a nine carbon fragment, which enables a highly enantioselective Noyori ynone reduction and a diastereo- and regioselective Sharpless dihydroxylation of a dienoate, In addition to being a flexible approach to three members of the cladospolide natural products, this route for the first time correctly established the structure for cladospolide D.
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