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

页码：903 / 907

页数：5

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