| Title | Efficient desymmetrisation of a meso-imide using a chiral oxazaborolidine catalyst |
| Publication Type | Journal Article |
| Year of Publication | 2002 |
| Authors | Dixon, R.A., and Jones S. |
| Journal | Tetrahedron Asymmetry |
| Volume | 13 |
| Issue | 10 |
| Pagination | 1115 - 1119 |
| Date Published | 2002 |
| ISSN | 09574166 (ISSN) |
| Keywords | 1 amino 2 indanol, alcohol derivative, article, catalyst, chemical reaction, enantioselectivity, high performance liquid chromatography, imide, infrared spectrometry, Mass spectrometry, oxazaborolidine derivative, priority journal, unclassified drug |
| Abstract | Desymmetrisation of a meso-imide by enantioselective reduction using a chiral oxazaborolidine catalyst derived from (1R,2S)-cis-1-amino-2-indanol followed by reduction of the hydroxylactam product proceeded with good enantiomeric excess (80-91%) at significantly lower catalyst loadings compared to reactions using the prolinol-derived catalyst. Models for the selectivity observed are proposed based upon structural probes and experimental observations. © 2002 Elsevier Science Ltd. All rights reserved. |
| URL | http://www.scopus.com/inward/record.url?eid=2-s2.0-0037054411&partnerID=40&md5=8496cca41bd280034d4ddb0b3e632531 |
| DOI | 10.1016/S0957-4166(02)00248-3 |
