Chiron approach to formal synthesis of both antipodes of cis 3-hydroxypipecolic acid
| Title | Chiron approach to formal synthesis of both antipodes of cis 3-hydroxypipecolic acid |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Chavan, SP, Khairnar, LB, Chavan, PN, Dumare, NB, Kalbhor, DB, Gonnade, RG |
| Journal | Tetrahedron Letters |
| Volume | 55 |
| Issue | 47 |
| Pagination | 6423-6426 |
| Date Published | NOV |
| Type of Article | Article |
| ISSN | 0040-4039 |
| Keywords | 3-Hydroxypipecolic acid, Aziridine ring opening, Aziridine-2-carboxylate, Piperidine alkaloids, Selective debenzylation |
| Abstract | The efficient and practical formal syntheses of both enantiomers of cis 3-hydroxypipecolic acid were accomplished from cis aziridine-2-carboxylate as the common synthetic precursor. The key steps involved are stereo and regioselective aziridine ring opening, reductive cyclization and selective N-debenzylation over O-debenzylation reactions. (C) 2014 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2014.09.118 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Organic Chemistry