ArticleBeilstein journal of organic chemistry2014
Synthesis of 2-substituted tryptophans via a C3- to C2-alkyl migration.
Article in Beilstein journal of organic chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Silver-catalyzed direct selanylation of indoles: synthesis and mechanistic insights.RSC advances · 2023Article
- Article
- Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.Angewandte Chemie (International ed. in English) · 2020Article
- Dehydroamino acids: chemical multi-tools for late-stage diversification.Organic & biomolecular chemistry · 2019Review
- On the prevalence of bridged macrocyclic pyrroloindolines formed in regiodivergent alkylations of tryptophan.Chemical science · 2016Article
- Synthesis of constrained analogues of tryptophan.Beilstein journal of organic chemistry · 2015Article
Corrections and comments
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
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.
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