Synthesis of medium-ring lactams and macrocyclic peptide mimetics via conjugate addition/ring expansion cascade reactions.
Synthesis of medium-ring lactams and macrocyclic peptide mimetics via conjugate addition/ring expansion cascade reactions.
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DOI：
10.1039/d1cb00245g
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发表时间：
2022-03-09
影响因子：
4.1
通讯作者：
Unsworth WP
中科院分区：
文献类型：
--
作者：
Palate KY;Yang Z;Whitwood AC;Unsworth WP
报道了一种新的共轭加成/扩环（CARE）级联反应序列，可以从伯胺和环亚胺制备中型环和大环双内酰胺。这些反应操作简单，通常产率高，范围很广，特别是涉及伯胺成分。CARE反应也可以迭代进行，使基于β-肽的大环肽模拟物能够通过控制良好的顺序4原子环扩张反应“生长”，并在每次迭代中加入各种功能化胺。本文报道了一种共轭加成/扩环（CARE）级联反应序列，可以从伯胺和环亚胺制备中型环和大环双内酰胺。
A novel conjugate addition/ring expansion (CARE) cascade reaction sequence is reported that enables medium-sized ring and macrocyclic bis-lactams to be prepared from primary amines and cyclic imides. The reactions are simple to perform, generally high yielding, and very broad in scope, especially with respect to the primary amine component. CARE reactions can also be performed iteratively, enabling β-peptoid-based macrocyclic peptide mimetics to be ‘grown’ via well controlled, sequential 4-atom ring expansion reactions, with the incorporation of varied functionalised amines during each iteration. A conjugate addition/ring expansion (CARE) cascade reaction sequence is reported that enables medium-sized ring and macrocyclic bis-lactams to be prepared from primary amines and cyclic imides.
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影响因子：
4.3
作者：
Dierks, Anna;Toenjes, Jan;Christoffers, Jens
通讯作者：
Christoffers, Jens
影响因子：
14.8
作者：
Kopp, Felix;Stratton, Christopher F.;Akella, Lakshmi B.;Tan, Derek S.
通讯作者：
Tan, Derek S.
影响因子：
7.3
作者：
Giordanetto, Fabrizio;Kihlberg, Jan
通讯作者：
Kihlberg, Jan
影响因子：
16.6
作者：
Kitsiou, Christiana;Hindes, Jordan J.;Unsworth, William P.
通讯作者：
Unsworth, William P.
影响因子：
3.6
作者：
Kurouchi, Hiroaki;Ohwada, Tomohiko
通讯作者：
Ohwada, Tomohiko