Catalytic Oligopeptide Synthesis

Catalytic Oligopeptide Synthesis
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DOI:
10.1021/acs.orglett.7b03735
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发表时间:
2018-02-02
期刊:
影响因子:
5.2
通讯作者:
Kumagai, Naoya
Kumagai, Naoya
中科院分区:
化学1区
文献类型:
--
作者:
Liu, Zijian;Noda, Hidetoshi;Kumagai, Naoya

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α -氨基酸的无废物催化组装由具有B3NO2杂环特征的多硼催化剂推动,提供了一种多功能的催化方案,其中可容纳功能化的天然α -氨基酸单元,并且可耐受常用的保护基团。简便的脱水条件消除了工程肽偶联试剂的使用,举例说明了肽偶联的绿色催化替代方案。催化是足够强大的,使五肽合成,构建所有四个酰胺键连接的催化方式。
Waste-free catalytic assembly of alpha-amino acids is fueled by a multiboron catalyst that features a characteristic B3NO2 heterocycle, providing a versatile catalytic protocol wherein functionalized natural alpha-amino acid units are accommodated and commonly used protecting groups are tolerated. The facile dehydrative conditions eliminate the use of engineered peptide coupling reagents, exemplifying a greener catalytic alternative for peptide coupling. The catalysis is sufficiently robust to enable pentapeptide synthesis, constructing all four amide bond linkages in a catalytic fashion.