| Title | Facile Synthesis of Enantiopure Sugar Alcohols: Asymmetric Hydrogenation and Dynamic Kinetic Resolution Combined |
| Authors | Wang, Jiang Shao, Pan-Lin Lin, Xin Ma, Baode Wen, Jialin Zhang, Xumu |
| Affiliation | Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Coll Innovat & Entrepreneurship, 1088 Xueyuan Rd, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Dept Chem, 1088 Xueyuan Rd, Shenzhen 518055, Peoples R China Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, 1088 Xueyuan Rd, Shenzhen 518055, Peoples R China |
| Keywords | OSMIUM-CATALYZED DIHYDROXYLATION DE-NOVO SYNTHESIS EFFICIENT ACCESS CONSTRUCTION KETONES DESIGN DERIVATIVES CONVERSION LIGANDS ACIDS |
| Issue Date | Aug-2020 |
| Publisher | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
| Abstract | An unprecedented Ir/f-amphox-catalyzed asymmetric hydrogenation of racemic 2,3-syn-dihydroxy-1,4-diones is presented involving dynamic kinetic resolution, which produces (1R,2R,3R,4R)-tetraols. This protocol constitutes an efficient and straightforward approach to accessing sugar alcohols bearing four contiguous stereocenters. The strategy exhibits various advantages over existing methods, including excellent yields (up to 98 %), exceptional stereoselectivities (up to 99:1 dr, 99.9 %ee), operational simplicity and substrate generality. Moreover, the nature of the reaction was revealed as a stepwise transformation by in situ Fourier-transform infrared spectroscopy and isolation of intermediates. |
| URI | http://hdl.handle.net/20.500.11897/607451 |
| ISSN | 1433-7851 |
| DOI | 10.1002/anie.202006661 |
| Indexed | SCI(E) |
| Appears in Collections: | 深圳研究生院待认领 |
