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- Title
Protic-Solvent-Mediated Cycloisomerization of Quinoline and Isoquinoline Propargylic Alcohols: Syntheses of (±)-3-Demethoxyerythratidinone and (±)-Cocculidine.
- Authors
Heller, Stephen T.; Kiho, Toshihiro; Narayan, Alison R. H.; Sarpong, Richmond
- Abstract
Putting the “benz” in indolizinones: A cycloisomerization approach to benz[g]indolizinones and benz[e]indolizinones provides the first general route to these unique azacycles (see example). The utility of the benzindolizinone products was demonstrated by the application of this method to the total synthesis of the Erythrina alkaloids 3‐demethoxyerythratidinone and cocculidine.
- Subjects
CYCLOISOMERIZATION; QUINOLINE; ISOQUINOLINE; PROTOGENIC solvents; ERYTHRINA; CHEMICAL synthesis
- Publication
Angewandte Chemie International Edition, 2013, Vol 52, Issue 42, p11129
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201304687