Stereoselective construction of deoxy-cruciferane alkaloids by NHC-catalyzed intramolecular annulation of homoenolate with quinazolinone
| Title | Stereoselective construction of deoxy-cruciferane alkaloids by NHC-catalyzed intramolecular annulation of homoenolate with quinazolinone |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Ahire, MM, Pol, MD, Kavale, DS, Gonnade, RG, Mhaske, SB |
| Journal | Organic & Biomolecular Chemistry |
| Volume | 17 |
| Issue | 30 |
| Pagination | 7135-7139 |
| Date Published | AUG |
| Type of Article | Article |
| Abstract | Chiral N-heterocyclic carbene (NHC)-catalyzed intramolecular [3 + 2] annulation of enals with an unactivated imine moiety of quinazolinone via formal homoenolate cycloaddition has been demonstrated. It is an excellent approach for stereoselective syntheses of deoxy-cruciferane alkaloids comprising a biologically important pyrroloindoline scaffold. Notably, this is the first report on the NHC-catalyzed asymmetric intramolecular homoenolate annulation with cyclic N-acyl amidine. |
| DOI | 10.1039/c9ob01243e |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.49 |
Divison category:
Organic Chemistry