Skip to main content

Research Repository

Advanced Search

A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis

Rit, Raja; Li, Hongyi; Argent, Stephen P.; Wheelhouse, Katherine M.; Woodward, Simon; Lam, Hon Wai


Raja Rit

Hongyi Li

Katherine M. Wheelhouse

Professor of Synthetic Organic Chemistry

Professor of Sustainable Chemistry


Chiral dienes are important ligands in asymmetric catalysis but they are less accessible than other commonly used ligands such as chiral bisphosphines. Here, we show that intramolecular [4 + 2] cycloaddition of a simply attained chiral allenecarboxanilide readily affords pseudoenantiomeric bicyclo[2.2.2]octa-2,5-dienes containing an alkenyl bromide, which can be readily functionalized to give diverse chiral diene ligands. The synthesis is straightforward and easily conducted on multigram scales. These ligands exhibit high performance in nine types of enantioselective Rh(I)-catalyzed 1,4-addition or 1,2-addition reactions.


Rit, R., Li, H., Argent, S. P., Wheelhouse, K. M., Woodward, S., & Lam, H. W. (2023). A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis. Advanced Synthesis and Catalysis, 365,

Journal Article Type Article
Acceptance Date Jan 24, 2023
Online Publication Date Jan 24, 2023
Publication Date Jan 1, 2023
Deposit Date Jan 26, 2023
Publicly Available Date Feb 3, 2023
Journal Advanced Synthesis and Catalysis
Print ISSN 1615-4150
Electronic ISSN 1615-4169
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 365
Keywords General Chemistry
Public URL
Publisher URL


You might also like

Downloadable Citations