Diastereoselective synthesis of (A±)- epi-subincanadine C

TitleDiastereoselective synthesis of (A±)- epi-subincanadine C
Publication TypeJournal Article
Year of Publication2018
AuthorsKalshetti, M, Argade, NP
JournalACS Omega
Volume3
Issue5
Pagination5308-5316
Date PublishedMAY
Type of ArticleArticle
AbstractStarting from indolylmaleimide, concise and efficient total synthesis of (±)-epi-subincanadine C was described via stereoselective Wittig olefination, base-induced selective mono-prenylation, regioselective Grignard reaction, diastereoselective Pictet–Spengler cyclization, regioselective oxidative carbon–carbon double-bond cleavage, one-pot reductions, and intramolecular cyclization pathway. An attempted synthesis of (±)-subincanadine C via diastereoselective Grignard addition to the α,β-unsaturated γ-lactam or diastereoselective reduction of a carbon–carbon double bond also resulted in yet another route to (±)-epi-subincanadine C.
DOI10.1021/acsomega.8b00587
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)Not Available
Divison category: 
Organic Chemistry

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