Direct, regioselective, and chemoselective preparation of novel boronated tryptophans by Friedel-Crafts alkylation |
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Authors: | Bartolucci Silvia Bartoccini Francesca Righi Marika Piersanti Giovanni |
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Affiliation: | Department of Biomolecular Sciences, University of Urbino, Piazza Rinascimento 6, 61029 Urbino (PU), Italy. |
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Abstract: | A facile synthetic approach to the direct preparation of various novel unnatural boronated protected tryptophans using a regio- and chemoselective electrophilic substitution of 4- and 5-boronated indoles with N-protected dehydroalanine is described. The gram-scale synthesis of two free tryptophan boronic acids is also reported. |
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