A Concise Stereoselective Synthesis of Preussin 3-epi-Preussin and Analogs

摘要

A new stereoselective synthesis of the antifungal and antitumor agents Preussin and 3-epi-Preussin via a Pd-catalyzed carboamination of a protected amino alcohol is described. The key transformation leads to simultaneous formation of the N—C2 bond and the C1’-aryl bond, and allows installation of the aryl group one step from the end of the sequence. This strategy permits the facile construction of a variety of preussin analogs bearing different aromatic groups.