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通过过渡金属催化的碳-碳键活化实现的“切割与缝合”转化

"Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.

作者信息

Chen Peng-Hao, Billett Brent A, Tsukamoto Tatsuhiro, Dong Guangbin

机构信息

Department of Chemistry, University of Texas at Austin, 100 East 24th street, Austin, Texas, 78712 (USA).

Department of Chemistry, University of Chicago, 5735 S. Ellis Ave., Chicago, Illinois, 60637 (USA), Homepage: https://donggroup-sites.uchicago.edu.

出版信息

ACS Catal. 2017 Feb 3;7(2):1340-1360. doi: 10.1021/acscatal.6b03210. Epub 2017 Jan 6.

Abstract

The transition metal-catalyzed "cut and sew" transformation has recently emerged as a useful strategy for preparing complex molecular structures. After oxidative addition of a transition metal into a carbon-carbon bond, the resulting two carbon termini can be both functionalized in one step via the following migratory insertion and reductive elimination with unsaturated units, such as alkenes, alkynes, allenes, CO and polar multiple bonds. Three- or four-membered rings are often employed as reaction partners due to their high ring strains. The participation of non-strained structures generally relies on cleavage of a polar carbon-CN bond or assistance of a directing group.

摘要

过渡金属催化的“切断与缝合”转化最近已成为一种制备复杂分子结构的有用策略。过渡金属氧化加成到碳-碳键中后,所得的两个碳端基可通过以下与不饱和单元(如烯烃、炔烃、联烯、CO和极性多重键)的迁移插入和还原消除一步实现官能团化。由于其高环张力,三元或四元环常被用作反应伙伴。无张力结构的参与通常依赖于极性碳-氰基键的断裂或导向基团的协助。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7776/5650109/272d9731b14b/nihms871301f1.jpg

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