Efficient Heterogeneous Palladium-Catalyzed Oxidative Cascade Reactions of Enallenols to Furan and Oxaborole Derivatives

Man-Bo Li; Daniels Posevins; Antoine Geoffroy; Can Zhu; Jan-E Bäckvall

doi:10.1002/anie.201911462

Efficient Heterogeneous Palladium-Catalyzed Oxidative Cascade Reactions of Enallenols to Furan and Oxaborole Derivatives

Angew Chem Int Ed Engl. 2020 Jan 27;59(5):1992-1996. doi: 10.1002/anie.201911462. Epub 2019 Dec 13.

Authors

Man-Bo Li^{1

2}, Daniels Posevins¹, Antoine Geoffroy¹, Can Zhu¹, Jan-E Bäckvall¹

Affiliations

¹ Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden.
² Institute of Physical Science and Information Technology, Anhui University, Hefei, Anhui, 230601, P. R. China.

PMID: 31729824
DOI: 10.1002/anie.201911462

Abstract

A heterogeneous palladium-catalyzed oxidative cyclization of enallenols has been developed for the construction of highly substituted furan and oxaborole derivatives. The heterogeneous catalyst (Pd-AmP-MCF) exhibits high activity, high site- and stereoselectivity, and efficient palladium recyclability in the transformations.

Keywords: efficiency; heterogeneous palladium; oxidative cyclizations; stereospecific.

Grants and funding

2016-03897/Vetenskapsrådet