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J Am Chem Soc. 2015 Dec 30;137(51):16116-20. doi: 10.1021/jacs.5b10447. Epub 2015 Dec 16.

Ligand-Controlled Divergent C-H Functionalization of Aldehydes with Enynes by Cobalt Catalysts.

Journal of the American Chemical Society

Rajagopal Santhoshkumar, Subramaniyan Mannathan, Chien-Hong Cheng

Affiliations

  1. Department of Chemistry, National Tsing Hua University , Hsinchu 30013, Taiwan.

PMID: 26645104 DOI: 10.1021/jacs.5b10447

Abstract

We describe a highly step and atom economical cobalt-catalyzed cyclization of 1,6-enynes with aldehydes to synthesize functionalized pyrrolidines and dihydrofurans with high chemo- and stereoselectivity. The catalytic reaction plausibly proceeds via the cobaltacycle intermediate generated from the reaction of enyne substrate with cobalt catalyst, followed by switchable C-H functionalization of weakly coordinating aldehydes depending on the electronic nature of the ligand.

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