Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids

Org Biomol Chem. 2019 Sep 21;17(35):8062-8066. doi: 10.1039/c9ob01740b. Epub 2019 Aug 21.

Abstract

Rhynchophylline alkaloids are bio-synthesized from corynanthe alkaloids via an oxidative rearrangement. We demonstrate here that corynanthe alkaloids could be generated from rhynchophylline alkaloids in a retro-biosynthetic manner via a Wagner-Meerwein rearrangement. A series of corynanthe analogues were afforded with good functional group tolerance and satisfactory yields.

Publication types

  • Research Support, Non-U.S. Gov't