Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
Chunlin Wu, Guizhou Yue, Christian Duc-Trieu Nielsen, Kai Xu, Hajime Hirao* and Jianrong (Steve) Zhou*
*Division of Chemistry and Biological Chemistry, School of
Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang
Link, Singapore 637371, Email:
jrzhou
ntu.edu.sg, hiraontu.edu.sg
C. Wu, G. Yue, C. D.-T. Nielsen, K. Xu, H. Hirao, J. Zhou, J. Am. Chem. Soc., 2016, 138, 742-745.
DOI: 10.1021/jacs.5b11441
Abstract
Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. 1,4-Insertion of arylcopper(I) led directly to O-bound copper enolates, which makes the mechanism fundamentally different from classical oxidative addition/reductive elimination.
see article for more examples
Key Words
ID: J48-Y2016
