Synthesis of Tricyclic Spiranoid Lactones via I2/Sm(II)- and I2/Pd(0)-Mediated Cyclizations of a Common Cycloalkylmethylene Precursor.
- Resource Type
- Academic Journal
- Authors
- Mostinski Y; The Institute for Drug Research, Faculty of Medicine, The Hebrew University of Jerusalem , Jerusalem 91120, Israel.; Valerio V; The Institute for Drug Research, Faculty of Medicine, The Hebrew University of Jerusalem , Jerusalem 91120, Israel.; Lankri D; The Institute for Drug Research, Faculty of Medicine, The Hebrew University of Jerusalem , Jerusalem 91120, Israel.; Tsvelikhovsky D; The Institute for Drug Research, Faculty of Medicine, The Hebrew University of Jerusalem , Jerusalem 91120, Israel.
- Source
- Publisher: American Chemical Society Country of Publication: United States NLM ID: 2985193R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-6904 (Electronic) Linking ISSN: 00223263 NLM ISO Abbreviation: J Org Chem Subsets: PubMed not MEDLINE
- Subject
- Language
- English
A general synthesis of phylogenetically and structurally different tricyclic angularly fused spiranoid lactones, frequently observed as scaffold segments of various biochemical compounds and drugs of natural origin, is demonstrated via controlled cyclization of simple and easily accessible cycloalkylmethylene key precursors. The rapid composition of the key architecture yields an assembly of stable bicyclic iodolactones, which are converted to form a wide range of angularly fused tricyclic scaffolds.