Catalytic enantioselective approach to the eudesmane sesquiterpenoids: total synthesis of (+)-carissone.
نویسندگان
چکیده
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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ورودعنوان ژورنال:
- Organic letters
دوره 11 2 شماره
صفحات -
تاریخ انتشار 2009