Diastereoselective synthesis of chiral non-racemic 2-substituted 2-boranatophosphino ethanoic acid: a potential intermediate to chiral ligands for asymmetric catalysis |
| |
| Institution: | 1. College of Chemistry, Jilin University, 2519 Jiefang Road, Changchun 130023, China;2. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, United States;3. Chinese Medicine Research and Development Center, China Medical University and Hospital, Taichung, Taiwan;1. Department of Chemistry, National Institute of Technology Agartala 799046, Tripura, India;2. Faculty of Chemistry, University of Wroclaw, Wroclaw 50383, Poland;3. Institute of General and Ecological Chemistry, Lodz University of Technology, Lodz 90924, Poland;1. Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France;2. Institut Universitaire de France, 1 rue Descartes, 75231 Paris, France;1. Normandie Univ., COBRA, UMR 6014 & FR 3038, Univ. Rouen, INSA Rouen, CNRS, 1 rue Tesnière, F-76821 Mont-Saint-Aignan Cedex, France;2. Univ. Orléans, CNRS, ICOA, UMR 7311, F-45067 Orléans, France |
| |
| Abstract: | Chiral α-amidophosphine boranes 7a–b can be diastereoselectively alkylated, using a phenylglycinol derivative as a chiral inducer, to furnish α-substituted α-amidophosphine boranes 8–12 with up to 99% diastereoisomeric excess. Selective reduction of the amidophosphine boranes afforded optically pure β-boranatophosphine-alcohol 13. The latter one can then be oxidized in boronatophosphine acid 14. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
