title: Synthetic studies toward anisatin: a formal synthesis of (+/-)-8-deoxyanisatin.
abstract: [figure: see text] An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's epsilon-lactone intermediate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyanisatin (2).
authors: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543. chmlohtp@nus.edu.sg
authors: T P
authors: TP
authors: Loh
authors: Q Y
authors: QY
authors: Hu
mesh_terms: D002625:Chemistry, Organic / Q000379:methods; D007202:Indicators and Reagents; D007783:Lactones; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010947:Plants, Toxic; D012639:Seeds; D012717:Sesquiterpenes; D013141:Spiro Compounds / Q000138:chemical synthesis*
chemical_list: D007202:Indicators and Reagents; D007783:Lactones; D012717:Sesquiterpenes; D013141:Spiro Compounds; C031244:anisatin