Construction of quaternary stereocenters: asymmetric α-amination of branched aldehydes catalyzed by monoimide substituted cyclohexane-1,2-diamines

Ji-Ya Fu; Qi-Lin Wang; Lin Peng; Yong-Yuan Gui; Xiao-Ying Xu; Li-Xin Wang

doi:10.1002/chir.22203

Construction of quaternary stereocenters: asymmetric α-amination of branched aldehydes catalyzed by monoimide substituted cyclohexane-1,2-diamines

Chirality. 2013 Oct;25(10):668-72. doi: 10.1002/chir.22203. Epub 2013 Jul 16.

Authors

Ji-Ya Fu¹, Qi-Lin Wang, Lin Peng, Yong-Yuan Gui, Xiao-Ying Xu, Li-Xin Wang

Affiliation

¹ Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, P.R. China; College of Chemistry and Chemical Engineering, Henan University, Kaifeng, Henan, P.R. China.

PMID: 23857896
DOI: 10.1002/chir.22203

Abstract

A highly efficient enantioselective α-amination of branched aldehydes catalyzed by chiral imide monosubstituted 1,2-diamine derivatives was reported to afford the quaternary stereogenic centers in excellent yields (up to 99%) and enantioselectivities (up to 97% ee). Chirality 25:668-672, 2013. © 2013 Wiley Periodicals, Inc.

Keywords: asymmetric amination; branched aldehydes; primary amine.