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초록
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.
키워드
Lophirone F; [3+2] Cycloaddition; Krapcho decarboxylation; Natural products; Total synthesis; AMIDE BOND FORMATION; STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; 3+2 CYCLOADDITION; TETRAHYDROFURANS; CYCLOPROPANES; ALDEHYDES; ACID; ROUTES
- 제목
- Total Synthesis of Lophirone F Hexamethyl Ether
- 저자
- Le, Hoang M.; Mac, Hung D.; Oh, Chang Ho; Do, Dung T.
- 발행일
- 2019-04
- 유형
- Article
- 권
- 2019
- 호
- 13
- 페이지
- 2362 ~ 2367