Stereoselective synthesis towards unnatural proline-based amino acids
| dc.contributor.author | Makhathini, S. | |
| dc.contributor.author | Das, S. | |
| dc.contributor.author | Singh, T. | |
| dc.contributor.author | Arvidsson, P. | |
| dc.contributor.author | Kruger, H. | |
| dc.contributor.author | Gunosewoyo, Hendra | |
| dc.contributor.author | Govender, T. | |
| dc.contributor.author | Naicker, T. | |
| dc.date.accessioned | 2017-01-30T12:25:37Z | |
| dc.date.available | 2017-01-30T12:25:37Z | |
| dc.date.created | 2016-03-23T19:30:15Z | |
| dc.date.issued | 2016 | |
| dc.identifier.citation | Makhathini, S. and Das, S. and Singh, T. and Arvidsson, P. and Kruger, H. and Gunosewoyo, H. and Govender, T. et al. 2016. Stereoselective synthesis towards unnatural proline-based amino acids. Arkivoc. 2016 (3): pp. 134-144. | |
| dc.identifier.uri | http://hdl.handle.net/20.500.11937/21516 | |
| dc.identifier.doi | 10.3998/ark.5550190.p009.462 | |
| dc.description.abstract |
A catalytic diastereoselective Mannich reaction promoted by chiral bifunctional urea-type organocatalysts has been developed. Treatment of N-Boc-3-ketoproline with N-Boc-aldimines under mild conditions afforded the corresponding unnatural proline based amino acid derivatives with excellent diastereoselectivities (up to 99:1) and enantioselectivities (up to 97% ee). The relative configuration of the chiral reaction products was deduced by the comparsion of the experimentally observed ECD spectra to that obtained theorectically. | |
| dc.title | Stereoselective synthesis towards unnatural proline-based amino acids | |
| dc.type | Journal Article | |
| dcterms.source.volume | 2016 | |
| dcterms.source.number | 3 | |
| dcterms.source.startPage | 134 | |
| dcterms.source.endPage | 144 | |
| dcterms.source.issn | 1551-7004 | |
| dcterms.source.title | Arkivoc | |
| curtin.note |
This open access article is distributed under the Creative Commons license | |
| curtin.department | School of Pharmacy | |
| curtin.accessStatus | Open access |