The first asymmetric total synthesis of (−)-isostemonamine is reported herein. The key reactions include the regioselective oxidation of the diketone, which is reported to be an intermediate in our synthesis of (−)-stemonamine. The chiral high-performance liquid chromatography (HPLC) analysis of the racemization and epimerization of (−)-isostemonamine revealed that isostemonamine isomerizes significantly faster than stemonamine.
All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Organic Chemistry