Synthesis of methyl-protected (+/-)-chlorizidine A

TitleSynthesis of methyl-protected (+/-)-chlorizidine A
Publication TypeJournal Article
Year of Publication2017
AuthorsMahajan, JP, Mhaske, SB
JournalOrganic Letters
Volume19
Start Page10
Pagination2774-2776
Date PublishedMAY
Type of ArticleArticle
AbstractThe first total synthesis of the methyl-protected (+/-)-chlorizidine A has been achieved in 10 steps. Pd-catalyzed decarboxylative coupling and late-stage oxidation were utilized to, construct the 5H-pyrrolo[2,1-a]isoindol-5-one scaffold. Samarium(II) iodide mediated Reformatsky reaction and intramolecular Mitsunobu reactions were efficiently applied for the synthesis of the 2,3-dihydropyrrolizine ring system. Chlorizidine A is highly prone to degradation; hence, methyl-protected (+/-)-chlorizidine A was prepared.
DOI10.1021/acs.orglett.7b01090
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)6.492
Divison category: 
Organic Chemistry

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