Selective Indium-Mediated 1,2,4-Pentatrien-3-ylation of Carbonyl Compounds for the Efficient Synthesis of Vinyl Allenols

  • Park, Jisu
  • Kim, Sung Hong
  • Lee, Phil Ho
Citations

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Citations

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32

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 REACTIONSCROSS-COUPLING REACTIONSIN-SITU4+2 CYCLOADDITIONSLEWIS-ACIDONE-POTALDEHYDESDERIVATIVESKETONESVINYLALLENES
제목
Selective Indium-Mediated 1,2,4-Pentatrien-3-ylation of Carbonyl Compounds for the Efficient Synthesis of Vinyl Allenols
저자
Park, JisuKim, Sung HongLee, Phil Ho
DOI
10.1021/ol802073q
발행일
2008-11-06
유형
Article
저널명
Organic Letters
10
21
페이지
5067 ~ 5070