Synthesis of the spiro fused beta-lactone-gamma-lactam segment of oxazolomycin
| Title | Synthesis of the spiro fused beta-lactone-gamma-lactam segment of oxazolomycin |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Mohapatra, DK, Mondal, D, Gonnade, RG, Chorghade, MS, Gurjar, MK |
| Journal | Tetrahedron Letters |
| Volume | 47 |
| Issue | 37 |
| Pagination | 6031-6035 |
| Date Published | AUG |
| Type of Article | Article |
| ISSN | 0040-4039 |
| Keywords | crossed Cannizzaro reaction, Evans' aldol reaction, Garner's aldehyde, intramolecular Mitsunobu reaction, ruthenium tetroxide oxidation |
| Abstract | An effective synthetic strategy for construction of the novel spiro-bicyclic beta-lactone-gamma-lactam system present in oxazolomycin has been demonstrated. The 3,4-disubstituted pyrrolidine ring system was constructed via an Evans aldol reaction. The spiro-beta-lactone ring was elaborated from a gem-hydroxymethyl moiety that was successfully installed by an aldol followed by a crossed Cannizzaro reaction. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2006.06.117 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Organic Chemistry
Physical and Materials Chemistry