Efficient synthesis of an enantiomeric pair of pinidine: An illustration of organochemical carving on the rigid bridged system as the stereochemical tactics

Article abstract of DOI:10.1016/0040-4039(96)00990-2

Asymmetric synthesis of (-)-pinidine and its enantiomer was accomplished by starting from norgranatanone via the asymmetric enolization, stereoselective cyclopropanation, and oxidative ring cleavage of the resulting cyclopropanol system with a hypervalent iodoid as key steps.