The Synthesis of Structurally Diverse Macrocycles By Successive Ring Expansion
The Synthesis of Structurally Diverse Macrocycles By Successive Ring Expansion
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DOI：
10.1002/anie.201509153
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发表时间：
2015-12-21
影响因子：
16.6
通讯作者：
Unsworth, William P.
中科院分区：
文献类型：
--
作者：
Kitsiou, Christiana;Hindes, Jordan J.;Unsworth, William P.
结构上不同的大环和中等大小的环（9-24元支架，22个实例）可以通过套叠的酰化/扩环序列产生，导致线性片段插入环状β-酮酯中，而不进行离散的大环化步骤。关键的β-酮酯基序在扩环产物中再生，这意味着相同的步骤序列可以与其他线性片段重复（理论上无限期），允许具有精确取代模式的大环使用连续扩环（SuRE）方法从较小的环“生长”。
Structurally diverse macrocycles and medium-sized rings (9-24 membered scaffolds, 22 examples) can be generated through a telescoped acylation/ring-expansion sequence, leading to the insertion of linear fragments into cyclic beta-ketoesters without performing a discrete macrocyclization step. The key beta-ketoester motif is regenerated in the ring-expanded product, meaning that the same sequence of steps can then be repeated (in theory indefinitely) with other linear fragments, allowing macrocycles with precise substitution patterns to be "grown" from smaller rings using the successive ring-expansion (SuRE) method.