Total Synthesis of (±)-Cochlearol A
Autor: | Wen-Dan Xu, Dong Chen, Da-Wei Zhang, Hao-Miao Liu, Hong-Bo Qin, Dan-Dan Liu, Hui-Lan Fan |
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Rok vydání: | 2019 |
Předmět: | |
Zdroj: | Organic Letters. 21:6761-6764 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/acs.orglett.9b02391 |
Popis: | Total synthesis of (±)-cochlearol A was accomplished, which features a cis 6/6 B/D ring synthesis. A TMSOTf-promoted lactonization of tert-butoxy ketoester produced the desired lactone with quaternary carbon. The cis configuration of the B/E ring is essential for regioselective B/D ring formation. Finally, simple deprotections and transformations gave cochlearol A in 16 steps from known ethyl 4-tert-butoxyacetoacetate. |
Databáze: | OpenAIRE |
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