A cobalt-catalyzed alkene hydroboration with pinacolborane

Lei Zhang; Ziqing Zuo; Xuebing Leng; Zheng Huang

doi:10.1002/anie.201310096

A cobalt-catalyzed alkene hydroboration with pinacolborane

Angew Chem Int Ed Engl. 2014 Mar 3;53(10):2696-700. doi: 10.1002/anie.201310096. Epub 2014 Feb 3.

Authors

Lei Zhang¹, Ziqing Zuo, Xuebing Leng, Zheng Huang

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032 (China).

PMID: 24497446
DOI: 10.1002/anie.201310096

Abstract

An extremely efficient cobalt catalyst for the hydroboration of both vinylarenes and aliphatic α-olefins with pinacolborane is described, providing the anti-Markovnikov products with excellent regio- and chemoselectivity, broad functional-group tolerance, and high turnover numbers (up to 19,800). The alkene hydroboration route is further extended to a two-step, one-pot hydroboration and cross-coupling of alkylboronates with aryl chlorides.

Keywords: alkenes; cobalt; cross-coupling; hydroboration; synthetic methods.