期刊
ORGANIC LETTERS
卷 20, 期 3, 页码 586-589出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03701
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资金
- National Research Foundation - Ministry of Science and ICT of Korea [NRF-2015M3A6A4065798]
- GRRC program of Gyeonggi province [GRRC-CHA2017-B02]
[GRAPHICS] The first total synthesis of (-)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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