Journal
TETRAHEDRON
Volume 72, Issue 14, Pages 1782-1786Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.02.043
Keywords
Pd-catalysis; Asymmetric; Dearomative cyclization; Synthesis; Triptoquinone H
Categories
Funding
- 'Thousand Plan' Youth Program
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Enantioselective syntheses of triptoquinone H and its C-5 epimer were accomplished for the first time in seven linear steps and 33% overall yield from aldehyde 6 and Wittig salt 5 via a key palladium-catalyzed asymmetric dearomative cyclization. The P-chiral biaryl monophosphorus ligand AntPhos was proved to be efficient for the asymmetric dearomative cyclization to provide the tricyclic compound 8 bearing a chiral all-carbon quaternary center in 85% ee and 87% yield. (C) 2016 Elsevier Ltd. All rights reserved.
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