Synthetic Approach Towards the Synthesis of Antimalarial Gomphostenin | Zendy

Swapnil Nipunge | Zendy; Kumar Alleni Suman | Zendy; Babu Nanubolu Jagadeesh | Zendy; Yadav Jhillu Singh | Zendy

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Synthetic Approach Towards the Synthesis of Antimalarial Gomphostenin

Author(s) -

Swapnil Nipunge,

Kumar Alleni Suman,

Babu Nanubolu Jagadeesh,

Yadav Jhillu Singh

Publication year - 2017

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201700131

Subject(s) - chemistry , stereoselectivity , ketone , wittig reaction , convergent synthesis , stereochemistry , palladium , total synthesis , combinatorial chemistry , catalysis , organic chemistry

An efficient and concise stereoselective synthesis towards the antimalarial (−)‐Gomphostenin, starting with the enantiomerically pure Wieland–Miescher ketone, is reported. The key transformations of the convergent synthesis involved a stereoselective reductive allylation, Palladium‐catalyzed Saegusa–Ito oxidation, Babler–Dauben oxidative rearrangement, and Wittig olefination reactions. The structure and absolute stereochemistry were determined by X‐ray analysis.

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