Synthesis of novel N-cyclopentenyl-lactams using the aube reaction
| Title | Synthesis of novel N-cyclopentenyl-lactams using the aube reaction |
| Publication Type | Journal Article |
| Year of Publication | 2015 |
| Authors | Shinde, MV, Ople, RS, Sangtani, E, Gonnade, RG, D. Reddy, S |
| Journal | Beilstein Journal of Organic Chemistry |
| Volume | 11 |
| Pagination | 1060-1067 |
| Date Published | JUN |
| ISSN | 1860-5397 |
| Keywords | Aube reaction, Biological activity, carbocyclic nucleosides, cyclopentenylated lactams, cyclopentylated lactams |
| Abstract | A novel and convenient method utilizing the Aube reaction to access a new class of compounds that are similar to carbocyclic nucleosides is reported. The azido alcohol derived from Vince lactam undergoes the Aube reaction with various cyclic ketones to give cyclopentenyl-substituted lactams. Upon dihydroxylation, this affords the N-cyclopentenyl-lactam compounds in racemic form. Given the numerous uses of nucleosides and related compounds, we were interested in the synthesis of carbocylic nucleoside mimics. The attempts and results are described herein. |
| DOI | 10.3762/bjoc.11.119 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.697 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry