Palladium-catalyzed allene synthesis enabled by β-hydrogen elimination from sp 2 -carbon

Ge Zhang; Yi-Kang Song; Fang Zhang; Ze-Jian Xue; Meng-Yao Li; Gui-Shan Zhang; Bin-Bin Zhu; Jing Wei; Chunsen Li; Chen-Guo Feng; Guo-Qiang Lin

doi:10.1038/s41467-020-20740-w

Nature Communications (Feb 2021)

Palladium-catalyzed allene synthesis enabled by β-hydrogen elimination from sp 2 -carbon

Ge Zhang,
Yi-Kang Song,
Fang Zhang,
Ze-Jian Xue,
Meng-Yao Li,
Gui-Shan Zhang,
Bin-Bin Zhu,
Jing Wei,
Chunsen Li,
Chen-Guo Feng,
Guo-Qiang Lin

Affiliations

Ge Zhang: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine
Yi-Kang Song: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine
Fang Zhang: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine
Ze-Jian Xue: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Meng-Yao Li: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Gui-Shan Zhang: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Bin-Bin Zhu: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences
Jing Wei: State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
Chunsen Li: State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
Chen-Guo Feng: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine
Guo-Qiang Lin: The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine

DOI: https://doi.org/10.1038/s41467-020-20740-w
Journal volume & issue: Vol. 12, no. 1
pp. 1 – 10

Abstract

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β-Hydrogen elimination is a fundamental reaction in palladium catalysis, however, the eliminated β-hydrogen is usually attached to a sp 3 -carbon. Here, the authors report a palladium-catalyzed cross-coupling reaction involving a β-vinylic hydrogen elimination from an allylic palladium intermediate.

Published in Nature Communications

ISSN: 2041-1723 (Online)
Publisher: Nature Portfolio
Country of publisher: United Kingdom
LCC subjects: Science
Website: https://www.nature.com/ncomms/

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