Internal Peptide Late-Stage Diversification: Peptide-Isosteric Triazoles for Primary and Secondary C(sp3)-H Activation

被引:117
作者
Bauer, Michaela [1 ]
Wang, Wei [1 ]
Lorion, Melanie M. [1 ]
Dong, Chuan [1 ]
Ackermann, Lutz [1 ]
机构
[1] Georg August Univ, Inst Organ & Biomol Chem, Tammanstr 2, D-37077 Gottingen, Germany
关键词
amino acids; arylation; palladium; peptides; triazoles; C-H ACTIVATION; ALPHA-AMINO-ACIDS; CARBON-HYDROGEN BONDS; DIRECTING GROUP; UNACTIVATED C(SP(3))-H; COUPLING REACTIONS; DIRECT ARYLATIONS; PALLADIUM; FUNCTIONALIZATION; PEPTIDOMIMETICS;
D O I
10.1002/anie.201710136
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Secondary C(sp(3))-H arylations were accomplished by palladium catalysis with triazoles as peptide bond isosteres. The unique power of this approach is highlighted by the possibility of achieving secondary C(sp(3))-H functionalizations on terminal peptides as well as the unprecedented positional-selective C(sp(3))-H functionalization of internal peptide positions, setting the stage for modular peptide late-stage diversification.
引用
收藏
页码:203 / 207
页数:5
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