Copper-catalyzed functionalization of 1,3-dienes: hydrofunctionalization, borofunctionalization, and difunctionalization

Perry, Gregory J.P., Jia, Tao and Procter, David J. (2020) Copper-catalyzed functionalization of 1,3-dienes: hydrofunctionalization, borofunctionalization, and difunctionalization. ACS Catalysis, 10 (2), 1485-1499. (doi:10.1021/acscatal.9b04767).

Record type: Review

Abstract

The catalytic conversion of chemical feedstocks into products of medicinal and agricultural value is a key theme across modern synthetic chemistry. As 1,3-dienes are readily available from industrial cracking processes, there is great interest in the development of sustainable methods for the functionalization of these simple molecules. Although initial developments in this field have required precious-transition-metal catalysts, there has been a push toward the use of inexpensive, nontoxic, and more abundant copper catalysts to promote functionalization. This Perspective covers the many developments in the area of copper-catalyzed functionalization of 1,3-dienes, in particular hydrofunctionalization, borofunctionalization, and difunctionalization (e.g., diamination).

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e-pub ahead of print date: 18 December 2019

Published date: 17 January 2020

Additional Information: Funding Information: We thank the EPSRC (Established Career Fellowship to D.J.P.; EP/M005062/1), the Royal Society (Newton International Fellowship to T.J.), and the University of Manchester (Lectureship to G.J.P.P.).

Keywords: 1,3-dienes, asymmetric catalysis, chemical feedstocks, copper, multifunctionalization