Tandem aza-michael-condensation-aldol cyclization reaction: approach to the construction of DE synthon of (+/-)-camptothecin

TitleTandem aza-michael-condensation-aldol cyclization reaction: approach to the construction of DE synthon of (+/-)-camptothecin
Publication TypeJournal Article
Year of Publication2008
AuthorsChavan, SP, Dhawane, AN, Kalkote, UR
JournalSynlett
Issue18
Pagination2781-2784
Date PublishedNOV
Type of ArticleArticle
ISSN0936-5214
KeywordsAldol cyclizations, alkaloids, antitumor, Natural products, Reformatsky reaction
Abstract

An efficient synthesis of the DE ring of camptothecin, employing a Reformatsky and a tandem one-pot, three-step transformation involving aza-Michael reaction, condensation with ethyl malonyl chloride followed by intramolecular `aldol' reaction to furnish the dihydropyridone derivative from commercially available starting materials, has been achieved.

DOI10.1055/s-0028-1083539
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.323
Divison category: 
Organic Chemistry