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Issue 21, 2009
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Highly diastereoselective samarium diiodide induced cyclizations of new 3-substituted indole derivatives

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Abstract

Herein, we describe the synthesis of new functionalized tricyclic and tetracyclic indole derivatives viasamarium diiodide induced ketyl cyclizations. The intermediate samarium organyls were either protonated using different proton sources or alkylated with various electrophiles in a highly diastereoselective manner. The obtained products were subjected to further transformations leading to synthetically interesting building blocks.

Graphical abstract: Highly diastereoselective samarium diiodide induced cyclizations of new 3-substituted indole derivatives

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Publication details

The article was received on 01 Jul 2009, accepted on 20 Jul 2009 and first published on 21 Aug 2009


Article type: Paper
DOI: 10.1039/B913015B
Citation: Org. Biomol. Chem., 2009,7, 4475-4480

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    Highly diastereoselective samarium diiodide induced cyclizations of new 3-substituted indole derivatives

    C. Beemelmanns and H. Reissig, Org. Biomol. Chem., 2009, 7, 4475
    DOI: 10.1039/B913015B

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