ChemInform Abstract: Total Synthesis of (‐)‐(2R)‐Dihydromyricoidine.

Abstract

Total Synthesis of (-)-(2R)-Dihydromyricoidine.-The key steps in the synthesis of the title compound (IX) are diastereoselective Michael addition of the azine (II) to the ester (I), ring enlargement of the lactam (III) and the amine (V), and (Z)-selective Wittig reaction of the aldehyde (VII) generated in situ. Based on this synthesis and comparison of specific rotation it is proposed that the natural product has (S)-configuration, but not (R)-configuration as reported previously. -(HAEUSERMANN, U. A.; LINDEN, A.; SONG, J.; HESSE, M.; Helv.