Short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate
| Title | Short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate |
| Publication Type | Journal Article |
| Year of Publication | 2008 |
| Authors | Emmanuvel, L, Sudalai, A |
| Journal | Tetrahedron Letters |
| Volume | 49 |
| Issue | 40 |
| Pagination | 5736-5738 |
| Date Published | SEP |
| Type of Article | Article |
| ISSN | 0040-4039 |
| Keywords | 1, 2-aminoalcohols, 3, 3-sigmatropic rearrangement, asymmetric epoxidation, Lactone |
| Abstract | A short and efficient enantioselective synthesis of (+)-L-733,060 in 92% ee via Shi epoxidation of a homoallylic carboxylate is described. Johnson-Claisen rearrangement was employed to obtain the required carbon backbone, whilst intramolecular reductive O-to-N-ring expansion of a delta-azidolactone was used in the construction of the piperidine moiety. (C) 2008 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2008.07.086 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Chemical Engineering & Process Development