Issue 21, 2009

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

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

Supplementary files

Article information

Article type
Paper
Submitted
01 Jul 2009
Accepted
20 Jul 2009
First published
21 Aug 2009

Org. Biomol. Chem., 2009,7, 4475-4480

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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