Iron-Catalyzed Regioselective Transfer Hydrogenative Couplings of Unactivated Aldehydes with Simple Alkenes

Yan-Long Zheng; Yan-Yao Liu; Yi-Mei Wu; Yin-Xia Wang; Yu-Tong Lin; Mengchun Ye

doi:10.1002/anie.201602130

Iron-Catalyzed Regioselective Transfer Hydrogenative Couplings of Unactivated Aldehydes with Simple Alkenes

Angew Chem Int Ed Engl. 2016 May 17;55(21):6315-8. doi: 10.1002/anie.201602130. Epub 2016 Apr 13.

Authors

Yan-Long Zheng¹, Yan-Yao Liu¹, Yi-Mei Wu¹, Yin-Xia Wang¹, Yu-Tong Lin¹, Mengchun Ye^{2

3}

Affiliations

¹ State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, China.
² State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, China. mcye@nankai.edu.cn.
³ Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, China. mcye@nankai.edu.cn.

PMID: 27072872
DOI: 10.1002/anie.201602130

Abstract

An FeBr3 -catalyzed reductive coupling of various aldehydes with alkenes that proceeds through a direct hydride transfer pathway has been developed. With (i) PrOH as the hydrogen donor under mild conditions, previously challenging coupling reactions of unactivated alkyl and aryl aldehydes with simple alkenes, such as styrene derivatives and α-olefins, proceeded smoothly to furnish a diverse range of functionalized alcohols with complete linear regioselectivity.

Keywords: aldehydes; alkenes; hydride transfer; iron; transfer hydrogenative couplings.

Publication types

Research Support, Non-U.S. Gov't