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Fluorine as a Traceless Directing Group for the Regiodivergent Synthesis of Indoles and Tryptophans

Anna Andries-Ulmer, Christoph Brunner, Julia Rehbein*, Tanja Gulder*

*Institute of Organic Chemistry, University of Regensburg, 93053 Regensburg; Department of Chemistry, Technical University of Munich, 85748 Garching, Germany, Email: julia.rehbeinur.de, tanja.guldertum.de

A. Andries-Ulmer, C. Brunner, J. Rehbein, T. Gulder, J. Am. Chem. Soc., 2018, 140, 13034-13041.

DOI: 10.1021/jacs.8b08350 (free Supporting Information)


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Abstract

The use of a hypervalent F-iodane enables a regiodivergent synthesis of indoles and tryptophans from styrenes via a spirocyclic F-cyclopropane as the common intermediate.


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chemodivergent transformations of styrenes using F-iodane 4



Key Words

indoles


ID: J48-Y2018