Concise enantioselective synthesis of (R)-(+)-goniothalamin oxide, a trypanocidal active agent via L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde
| Title | Concise enantioselective synthesis of (R)-(+)-goniothalamin oxide, a trypanocidal active agent via L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde |
| Publication Type | Journal Article |
| Year of Publication | 2020 |
| Authors | B. Kumar, S, Mandle, RD, Kamble, SP, Sudalai, A |
| Journal | Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry |
| Volume | 59 |
| Issue | 3 |
| Pagination | 393-398 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 0376-4699 |
| Keywords | Allylation, asymmetric epoxidation, Esterification, Grubbs' catalyst, L-prolinol catalyst, Ring closing metathesis |
| Abstract | A short and straight-forward enantioselective synthesis of (R)-(+)-goniothalamin oxide 2 has been achieved with an overall yield of 39% and 99% ee. The synthetic approach involves L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde followed by Lewis acid-mediated diastereoselective allylation of epoxy aldehyde as the key chiral-inducing steps. |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 0.388
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Divison category:
Chemical Engineering & Process Development