Synthesis of 2-substituted tryptophans via a C3- to C2-alkyl migration
Michele Mari, Simone Lucarini, Francesca Bartoccini and 2 more
Beilstein Journal of Organic Chemistry · 2014
doi:10.3762/bjoc.10.207 (opens in a new tab)
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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.
Abstract licence: CC BY
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