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Total Synthesis of Lophirone F Hexamethyl Ether
- Authors
- Le, Hoang M.; Mac, Hung D.; Oh, Chang Ho; Do, Dung T.
- Issue Date
- Apr-2019
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- Lophirone F; [3+2] Cycloaddition; Krapcho decarboxylation; Natural products; Total synthesis
- Citation
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2019, no.13, pp.2362 - 2367
- Indexed
- SCIE
SCOPUS
- Journal Title
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 2019
- Number
- 13
- Start Page
- 2362
- End Page
- 2367
- ISSN
- 1434-193X
- Abstract
- A practical and efficient approach for the total synthesis of the (+/-)-lophirone F hexamethyl ether was reported. The compound was synthesized in 8 steps with a 14.6% overall yield. The key features of this synthesis are the stereoselective synthesis of a 2,5-diaryl-3,4-disubstituted tetrahydrofuran skeleton via a sequence of [3+2] cycloaddition/Krapcho decarboxylation and the installation of two aryl ketone groups bypassing potential epimerization of adjacent stereocenters.
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Related Researcher
- Oh, Chang Ho
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)