Journal
ORGANIC LETTERS
Volume 18, Issue 20, Pages 5296-5299Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02613
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Funding
- French National Research Agency (ANR) as part of the Investissements d'Avenir program [ANR-11-IDEX-0003-02]
- CHARMMMAT [ANR-11-LABX-0039]
- Labex SynOrg [ANR-11-LABX-0029]
- Universite de Versailles Saint Quentin
- Centre National de la Recherche Scientifique (CNRS)
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An efficient domino reaction combining different classes of pericyclic reactions leads to chiral complex polycyclic indoline-based architectures from achiral starting materials under mild conditions. This practical method is based on the ability of iron(III) chloride to promote both 4 pi electrocyclizations of 2,4-dienals and the C2-C3 umpolung of N-acetylindoles during the dearomative (3 + 2) cycloadditions.
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