Ru-catalyzed asymmetric transfer hydrogenation of racemic /3-keto γ-lactams via dynamic kinetic resolution
| Title | Ru-catalyzed asymmetric transfer hydrogenation of racemic /3-keto γ-lactams via dynamic kinetic resolution |
| Publication Type | Journal Article |
| Year of Publication | 2024 |
| Authors | V. Malekar, P, V. More, G, V. Ramana, C |
| Journal | Tetrahedron |
| Volume | 167 |
| Pagination | 134293 |
| Date Published | NOV |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | (R)-1-((R)-Pyrrolidin-3-yl)ethan-1-ol, /3-keto gamma-lactams, Asymmetric transfer hydrogenation, Dynamic kinetic resolution, Fluroquinolone antibiotics |
| Abstract | The enantioselective transfer hydrogenation of racemic /3-keto gamma-lactams via dynamic kinetic resolution using a chiral Ru(II) catalyst has been developed for the synthesis of optically active /3-hydroxyl lactams with excellent conversion (up to 99 %), high diastereomeric ratio (dr dr 93:07) and enantiomeric selectivity (89 % ee ). The reaction proceeded by using HCO2H/Et3N 2 H/Et 3 N as hydrogen donor and features mild, additive free reaction conditions, fast crystallization, broad substrate scope, and an operationally simpler setup than that for molecular hydrogenation. |
| DOI | 10.1016/j.tet.2024.134293 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 1.8 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)