The reaction of 3-substituted indoles with dehydroalanine (Dha) derivatives under Lewis acid-mediated conditions has been investigated. The formation of 2-substituted tryptophans is proposed to occur through a selective alkylative dearomatization–cyclization followed by C3- to C2-alkyl migration and rearomatization.
Synthesis of 2-substituted tryptophans via a C3- to C2-alkyl migration
MARI, MICHELE;LUCARINI, SIMONE;BARTOCCINI, FRANCESCA;PIERSANTI, GIOVANNI;SPADONI, GILBERTO
2014
Abstract
The reaction of 3-substituted indoles with dehydroalanine (Dha) derivatives under Lewis acid-mediated conditions has been investigated. The formation of 2-substituted tryptophans is proposed to occur through a selective alkylative dearomatization–cyclization followed by C3- to C2-alkyl migration and rearomatization.File in questo prodotto:
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