Enantioselective rhodium-catalyzed coupling of arylboronic acids, 1,3-enynes, and Imines by alkenyl-to-allyl 1,4-rhodium(I) migration

Callingham, Michael; Partridge, Benjamin M.; Lewis, William; Lam, Hon Wai

Abstract

A chiral rhodium complex catalyzes the highly enantioselective coupling of arylboronic acids, 1,3-enynes, and imines to give homoallylic sulfamates. The key step is the generation of allylrhodium(I) species by alkenyl-to-allyl 1,4-rhodium(I) migration.

Citation

Callingham, M., Partridge, B. M., Lewis, W., & Lam, H. W. (2017). Enantioselective rhodium-catalyzed coupling of arylboronic acids, 1,3-enynes, and Imines by alkenyl-to-allyl 1,4-rhodium(I) migration. Angewandte Chemie International Edition, 56(51), https://doi.org/10.1002/anie.201709334

• Journal Article Type: Article
• Acceptance Date: Oct 4, 2017
• Online Publication Date: Nov 24, 2017
• Publication Date: Dec 18, 2017
• Deposit Date: Oct 16, 2017
• Publicly Available Date: Nov 24, 2017
• Journal: Angewandte Chemie International Edition
• Print ISSN: 1433-7851
• Electronic ISSN: 1521-3773
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 56
• Issue: 51
• DOI: https://doi.org/10.1002/anie.201709334
• Keywords: arylboronic acid; 1,4-migration; imine
• Public URL: https://nottingham-repository.worktribe.com/output/900327
• Publisher URL: http://onlinelibrary.wiley.com/doi/10.1002/anie.201709334/abstract