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Nat Chem. 2018 Oct;10(10):1048-1055. doi: 10.1038/s41557-018-0087-7. Epub 2018 Aug 6.

Design of catalysts for site-selective and enantioselective functionalization of non-activated primary C-H bonds.

Author information

1
Department of Chemistry, Emory University, Atlanta, GA, USA.
2
Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA.
3
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang, P.R. China.
4
Cherry L. Emerson Center for Scientific Computation, Emory University, Atlanta, GA, USA.
5
Department of Chemistry, Emory University, Atlanta, GA, USA. hmdavie@emory.edu.

Abstract

C-H functionalization represents a promising approach for the synthesis of complex molecules. Instead of relying on modifying the functional groups present in a molecule, the synthetic sequence is achieved by carrying out selective reactions on the C-H bonds, which traditionally would have been considered to be the unreactive components of a molecule. A major challenge is to design catalysts to control both the site- and stereoselectivity of the C-H functionalization. We have been developing dirhodium catalysts with different selectivity profiles in C-H functionalization reactions with donor/acceptor carbenes as reactive intermediates. Here we describe a new dirhodium catalyst capable of the functionalization of non-activated primary C-H bonds with high levels of site selectivity and enantioselectivity.

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