Bridge Functionalisation of Bicyclo[1.1.1]pentane Derivatives.
Bridge Functionalisation of Bicyclo[1.1.1]pentane Derivatives.
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DOI：
10.1002/anie.202106352
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发表时间：
2021-11-15
影响因子：
16.6
通讯作者：
Poole, Darren L.
中科院分区：
文献类型：
--
作者：
Anderson, Joseph M.;Measom, Nicholas D.;Murphy, John A.;Poole, Darren L.
通过增加类药物化合物的饱和水平和三维度，“逃离平原”可以增强它们的效力、选择性和药代动力学特征。最近引起相当多关注的一种方法是用双环[1.1.1]戊烷（BCP）单元生物等构取代芳香环、内炔和叔丁基。虽然BCP衍生物的三级桥头堡位置的功能化已被充分记录，但三个共环二级桥头堡位置的功能化仍然是一个新兴领域。BCP核心的独特性质对这种转变的发展提出了相当大的综合挑战。然而，桥梁位置为材料科学中的药物发现和应用提供了新的载体，为新的化学和知识产权领域提供了入口。本综述旨在巩固该领域的主要进展，作为指导未来几年预期进一步工作的有用参考。本综述总结了截至2021年中期报道的制备双环[1.1.1]戊烷（BCP）衍生物的已知化学性质。BCP衍生物的桥式取代通常为药物发现和材料科学中的取代基配置提供无专利的新载体；这种能力在未来几年可能被证明是变革性的。
“Escaping from flatland”, by increasing the saturation level and three‐dimensionality of drug‐like compounds, can enhance their potency, selectivity and pharmacokinetic profile. One approach that has attracted considerable recent attention is the bioisosteric replacement of aromatic rings, internal alkynes and tert‐butyl groups with bicyclo[1.1.1]pentane (BCP) units. While functionalisation of the tertiary bridgehead positions of BCP derivatives is well‐documented, functionalisation of the three concyclic secondary bridge positions remains an emerging field. The unique properties of the BCP core present considerable synthetic challenges to the development of such transformations. However, the bridge positions provide novel vectors for drug discovery and applications in materials science, providing entry to novel chemical and intellectual property space. This Minireview aims to consolidate the major advances in the field, serving as a useful reference to guide further work that is expected in the coming years. This Minireview summarises the known chemistry for the preparation of bicyclo[1.1.1]pentane (BCP) derivatives reported up to mid‐2021. Bridge substitution on BCP derivatives often provides patent‐free, novel vectors for substituent disposition in drug discovery and materials science; this capacity may prove to be transformational in the coming years.
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影响因子：
3.6
作者：
Bychek, Roman M.;Hutskalova, Valeriia;Mykhailiuk, Pavel K.
通讯作者：
Mykhailiuk, Pavel K.
DOI：
10.1002/cber.19911240326
发表时间：
1991-03-01
期刊：
CHEMISCHE BERICHTE
影响因子：
--
作者：
BOTHE, H;SCHLUTER, AD
通讯作者：
SCHLUTER, AD
影响因子：
3.6
作者：
DELLA, EW;PIGOU, PE;TAYLOR, DK
通讯作者：
TAYLOR, DK
影响因子：
8.4
作者：
Caputo DFJ;Arroniz C;Dürr AB;Mousseau JJ;Stepan AF;Mansfield SJ;Anderson EA
通讯作者：
Anderson EA
影响因子：
3.6
作者：
APPLEQUIST, DE;RENKEN, TL;WHEELER, JW
通讯作者：
WHEELER, JW