Literature DB >> 29230072

Synthesis of cananodine by intramolecular epoxide opening.

Patrick Shelton1, Toby J Ligon1, Jennifer M Dell Née Meyer1, Loagan Yarbrough1, James R Vyvyan1.   

Abstract

Cananodine is a guaipyridine alkaloid with activity against liver cancer. Cananodine was synthesized using a remarkable intramolecular opening of a trisubstituted epoxide as the key step in construction of the seven-membered carbocycle of the target. The epoxide opening strategy allows all four stereoisomers of cananodine to be prepared.

Entities:  

Year:  2017        PMID: 29230072      PMCID: PMC5722248          DOI: 10.1016/j.tetlet.2017.07.080

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


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