Asymmetric hydrogenation of TIPS-protected oximes with chiral boranes. Issue 18 (19th April 2022)

• Record Type: Journal Article
• Authors: Yu, Kuai; Feng, Xiangqing; Du, Haifeng
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 18(2022)
• Page Start: 3708
• Page End: 3711
• Publication Date: 2022-04-19
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00602b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A chiral borane-catalyzed metal-free asymmetric hydrogenation of TIPS-protected oximes has been successfully realized to furnish the desired hydroxyamine derivatives without the N–O bond cleavage in high yields with moderate ees. Abstract : An enantioselective metal-free hydrogenation of TIPS-protected oximes has been successfully realized for the first time by using chiral borane catalysts derived from chiral dienes and Piers' borane. A variety of hydroxylamine derivatives were afforded in 84–99% yields with 33–68% ees.