Stereoselective synthesis of 3,4-trans-disubstituted γ-lactams by cerium(iv) ammonium nitrate mediated radical cyclization of cinnamamides
| Title | Stereoselective synthesis of 3,4-trans-disubstituted γ-lactams by cerium(iv) ammonium nitrate mediated radical cyclization of cinnamamides |
| Publication Type | Journal Article |
| Year of Publication | 2007 |
| Authors | Nair, V, Mohanan, K, Suja, TD, Biju, AT |
| Journal | Synthesis-Stuttgart |
| Issue | 8 |
| Pagination | 1179-1184 |
| Date Published | MAR |
| Type of Article | Article |
| Keywords | cerium(IV) ammonium nitrate - intramolecular cyclization - cinnamamides - single electron transfer - γ-lactams |
| Abstract | A facile synthesis of 3,4-trans-disubstituted γ-lactams was developed, consisting of the radical cyclization of cinnamamides mediated by cerium(IV) ammonium nitrate. The single-electron-transfer (SET) reaction of the methoxystyrenyl moiety mediated by cerium(IV) ammonium nitrate gives rise to a cation radical, whose cyclization followed by reaction with oxygen and methanol generates 3,4-trans-disubstituted γ-lactams. |
| DOI | 10.1055/s-2007-965981 |
| Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.652 |
Divison category:
Organic Chemistry