Wittig reactions of maleimide-derived stabilized ylides with alkyl pyruvates: concise approach to methyl ester of (±)-chaetogline A
| Title | Wittig reactions of maleimide-derived stabilized ylides with alkyl pyruvates: concise approach to methyl ester of (±)-chaetogline A |
| Publication Type | Journal Article |
| Year of Publication | 2021 |
| Authors | Argade, NP, Shelar, SV |
| Journal | Synthesis |
| Volume | 53 |
| Pagination | 2897–2902 |
| Date Published | APR |
| Type of Article | Article |
| Abstract | A facile synthesis of methyl ester of chaetogline A is reported starting from the corresponding methyl 1-methyltryptophanate-derived maleimide. A stereoselective Wittig olefination with a carbonyl function in methyl pyruvate followed by phosphorous pentoxide-induced regioselective dehydrative cyclization are the essential reactions. An acid-induced thermodynamically driven stereoselective β- to α-position migration of the exocyclic C=C bond unit in ethyl… |
| DOI | 10.1055/A-1477-6043 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.157 |
Divison category:
Organic Chemistry