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Dr. Farhad Nowrouzi and Prof. Dr. Robert A. Batey Regio- and Stereoselective Allylation and Crotylation of Indoles at C2 Through the Use of Potassium Organotrifluoroborate Salts Angewandte Chemie International Edition 52

Version of Record online: 6 DEC 2012 | DOI: 10.1002/anie.201207978

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A practical method for the allylation, prenylation, propargylation, and diastereoselective crotylation of indoles has been developed using air- and moisture-stable potassium organotrifluoroborate reagents (see scheme). Lewis acids such as BF3⋅Et2O promote addition to afford 2-allyl- and 2-crotylindolines in high yields and diastereoselectivities.

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