Journal
ORGANIC LETTERS
Volume 14, Issue 11, Pages 2886-2889Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol301098s
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Funding
- National Natural Science Foundation of China [20672003, 20972004]
- Peking University Shenzhen Graduate School
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A concise enantioselective synthesis of (-)-teucvidin has been achieved. Our synthetic strategy involved the diastereoselective Michael/Conia-ene cascade cyclization reaction for rapid establishment of the cis-decalin skeleton with three new stereogenic centers in one pot (72%, single diastereomer), the epozidation/dealkozycarbonylation protocol for construction of the fused furanone moiety, and the O-allylation/Claisen rearrangement protocol for construction of the all-carbon quaternary center at C9 of the clerodane skeleton.
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