Manganese(I)-Catalyzed C-H Allylation of Tryptophans and Their Oligopeptides On Water

被引：1
|
作者：
Struwe, Julia [1 ]
Oyama, Tsuyoshi [1 ]
Gallou, Fabrice [2 ]
Ackermann, Lutz [1 ,3 ]
机构：
[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Wohler Forschungsinst Nachhaltige Chem, Tammannstr 2, D-37077 Gottingen, Germany
[2] Novartis Pharm AG, Chem & Analyt Dev, CH-4056 Basel, Switzerland
[3] German Ctr Cardiovasc Res DZHK, Potsdamer Str 58, D-10785 Berlin, Germany
来源：
SYNLETT | 2024年 / 35卷 / 08期
关键词：
C-H activation; on water; peptides; manganese catalysis; late-stage functionalization; BOND FUNCTIONALIZATION; CROSS-COUPLINGS; AMINO-ACIDS; ACTIVATION; ARYLATION; CHALLENGES; CATALYSIS; PEPTIDES;
D O I：
10.1055/a-2268-4678
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The manganese(I)-catalyzed allylation of the amino acid tryptophan is realized under exceedingly mild conditions using water as a sustainable and non-hazardous reaction medium, instead of classical organic solvents, with great potential for green and sustainable chemis-try. Synthetically useful alpha,beta-unsaturated esters can be accessed by reaction with Morita-Baylis-Hillman (MBH) adducts following a fast C-H activation approach. The robustness of this procedure is reflected by kinetic analysis at different reaction temperatures and reduced catalyst loadings are employed.
引用
收藏
页码：903 / 907
页数：5
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