Total synthesis of (+)-scholarisine A.

ABSTRACT: An effective total synthesis and assignment of the absolute configuration of the architecturally challenging compound (+)-scholarisine A has been achieved via a 20-step sequence. Highlights include a reductive cyclization involving a nitrile and an epoxide, a modified Fischer indole protocol, a late-stage oxidative lactonization, and an intramolecular cyclization leading to the indolenine ring system of (+)-scholarisine A.

SUBMITTER: Adams GL 

PROVIDER: S-EPMC3296875 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature