Differentiation and functionalization of remote C–H bonds in adjacent positions View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2020-03-02

AUTHORS

Hang Shi, Yi Lu, Jiang Weng, Katherine L. Bay, Xiangyang Chen, Keita Tanaka, Pritha Verma, Kendall N. Houk, Jin-Quan Yu

ABSTRACT

Site-selective functionalization of C–H bonds will ultimately afford chemists transformative tools for editing and constructing complex molecular architectures. Towards this goal, it is essential to develop strategies to activate C–H bonds that are distal from a functional group. In this context, distinguishing remote C–H bonds on adjacent carbon atoms is an extraordinary challenge due to the lack of electronic or steric bias between the two positions. Herein, we report the design of a catalytic system leveraging a remote directing template and a transient norbornene mediator to selectively activate a previously inaccessible remote C–H bond that is one bond further away. The generality of this approach has been demonstrated with a range of heterocycles, including a complex anti-leukaemia agent and hydrocinnamic acid substrates. More... »

PAGES

399-404

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/s41557-020-0424-5

DOI

http://dx.doi.org/10.1038/s41557-020-0424-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1125313850

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/32123338


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