Issue 27, 2019

Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones

Abstract

Synergistic palladium and enamine catalysis was explored to promote ketone addition to unactivated olefins. A secondary amine-based organocatalyst was identified as the optimal co-catalyst for the directed Pd-catalyzed alkene activation. Furthermore, asymmetric hydrocarbon functionalization of unactivated alkenes was also achieved with good to excellent yield (up to 96% yields) and stereoselectivity (up to 96% ee). This strategy presented an efficient approach to prepare α-branched ketone derivatives under mild conditions.

Graphical abstract: Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones

Supplementary files

Article information

Article type
Paper
Submitted
18 May 2019
Accepted
14 Jun 2019
First published
14 Jun 2019

Org. Biomol. Chem., 2019,17, 6607-6611

Author version available

Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones

C. Wei, X. Ye, Q. Xing, Y. Hu, Y. Xie and X. Shi, Org. Biomol. Chem., 2019, 17, 6607 DOI: 10.1039/C9OB01165J

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