ChemInform Abstract: Practical, Asymmetric Synthesis of Aromatic-Substituted Bulky and Hydrophobic Tryptophan Derivatives

Autor:	Victor J. Hruby, Wei Wang, Jianqing Yang, Chiyi Xiong
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Enantioselective synthesis Tryptophan General Medicine DuPhos Combinatorial chemistry Boronic acid Catalysis Amino acid
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
Popis:	An efficient method for the synthesis of novel aromatic substituted, bulky and hydrophobic tryptophan derivatives has been developed. Asymmetric hydrogenations of α-enamide 5 using Burk's DuPHOS-based catalysts generated high enantiomerically pure d - and l -α-amino acid derivatives 6 , which subsequently underwent Suzuki cross couplings with boronic acid derivatives to afford aromatic substituted tryptophan derivatives 7 and 8 in high yields. The method can allow for the preparation of such amino acids in large-scales for extensive structure–activity studies.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::132db24a7884acbd8c59f376af2fb856 https://doi.org/10.1002/chin.200203193 Zobrazit plný text záznamu Plný text