Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz

La Cascia, E.; Sanz, X.; Bo, C.; Whiting, A.; Fernandez, E.

Abstract

The adduct [MeO → Bpin–Bpin]− efficiently mediates the β-boration of α,β-unsaturated imines formed in situ. The use of chiral phosphines as additives, and in particular the chiral phosphine (S)-MeBoPhoz, enables the catalytic asymmetric reaction to proceed with higher enantioselectivity than the analogue copper(I) mediated reaction.

Citation

La Cascia, E., Sanz, X., Bo, C., Whiting, A., & Fernandez, E. (2014). Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz. Organic and Biomolecular Chemistry, 13(5), 1328-1332. https://doi.org/10.1039/c4ob02478h

• Journal Article Type: Article
• Acceptance Date: Dec 10, 2014
• Publication Date: Feb 7, 2014
• Deposit Date: Dec 15, 2014
• Publicly Available Date: Mar 26, 2015
• Journal: Organic and Biomolecular Chemistry
• Print ISSN: 1477-0520
• Electronic ISSN: 1477-0539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 13
• Issue: 5
• Pages: 1328-1332
• DOI: https://doi.org/10.1039/c4ob02478h
• Public URL: https://durham-repository.worktribe.com/output/1448144