Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation. Issue 27 (17th May 2019)

• Record Type: Journal Article
• Authors: Chen, Ziyi; Yin, Xuguang; Dong, Xiu-Qin; Zhang, Xumu
• Is Part Of: RSC advances. Volume 9:Issue 27(2019)
• Page Start: 15466
• Page End: 15469
• Publication Date: 2019-05-17
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra02694k
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Rh/( S )-DTBM-SegPhos-catalyzed asymmetric hydrogenation of prochiral ( Z )-2-(2-oxo-2 H -benzo[ b ][1, 4]oxazin-3(4 H )-ylidene)acetate esters was successfully developed to prepare various chiral dihydrobenzoxazinones with good to excellent results. Abstract : Rh/( S )-DTBM-SegPhos-catalyzed asymmetric hydrogenation of prochiral ( Z )-2-(2-oxo-2 H -benzo[ b ][1, 4]oxazin-3(4 H )-ylidene)acetate esters was successfully developed. A series of chiral dihydrobenzoxazinones were prepared through this efficient methodology with good to excellent results (up to >99% conversion, 93% yield and >99% ee), which are important motifs in the biologically active molecules.