期刊
ORGANIC LETTERS
卷 11, 期 2, 页码 289-292出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol802409h
关键词
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资金
- NIH-NIGMS [RO1GM080269-01]
- California Institute of Technology
A catalytic enantioselective approach to the eudesmane sesquiterpenoids is reported. The strategic use of a palladium-catalyzed enantioselective alkylation of vinylogous ester substrates forged the C(10) all-carbon quaternary center. This key transformation enabled a diastereoselective olefin hydrogenation to create the syn stereochemistry at C(7). The devised synthetic strategy allowed for the preparation of the antibacterial agent (+)-carissone and a formal synthesis of the P/Q-type calcium channel blocker (-)-alpha-eudesmol.
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