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초록
A highly selective synthetic method of functionalized vinyl allenols was developed from the reactions of various carbonyl compounds with organoindium reagent in situ generated from indium and 1-bromopent-4-en-2-yne derivatives. Treatment of vinyl allenols with gold catalyst, dienophile, or indium trihalide produced the functionalized dihydrofuran, cyclohexene, or 2-halo-1,3-diene derivatives in good to excellent yields.
키워드
DIELS-ALDER REACTIONS; CROSS-COUPLING REACTIONS; IN-SITU; 4+2 CYCLOADDITIONS; LEWIS-ACID; ONE-POT; ALDEHYDES; DERIVATIVES; KETONES; VINYLALLENES
- 제목
- Selective Indium-Mediated 1,2,4-Pentatrien-3-ylation of Carbonyl Compounds for the Efficient Synthesis of Vinyl Allenols
- 저자
- Park, Jisu; Kim, Sung Hong; Lee, Phil Ho
- 발행일
- 2008-11-06
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 10
- 호
- 21
- 페이지
- 5067 ~ 5070