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Utilizing Carbonyl-Coordination of Native Amides for Pd– catalyzed C(sp3)–H Olefination

preprint
submitted on 15.05.2019 and posted on 16.05.2019 by Hojoon Park, Yang Li, jin-quan yu

Pd(II)–catalyzed C(sp3)–H olefination of native amide substrates was developed. To utilize the extremely

weak-coordinating carbonyl-coordination of amides, an electron-deficient pyridinesulfonic acid ligand

was designed. Structurally diverse amide substrates, including lactams, underwent olefination without the

undesired cyclization. Olefination products were further diversified through synthetic transformations on

the alkenyl moiety.


Funding

NIGMS, 2R01GM084019

History

Email Address of Submitting Author

yu200@scripps.edu

Institution

The Scripps Research Institute

Country

United States

ORCID For Submitting Author

0000-0003-3560-5774

Declaration of Conflict of Interest

The authors declare no competing financial interests.

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