A Short Synthesis of Vellosimine and Its Derivatives.

ABSTRACT: Rapid access to both enantiomers of vellosimine and its derivatives is secured from a readily affordable C₂-symmetric 9-azabicyclo[3.3.1]nonane precursor available in both enantiomeric forms. The strategy reported leverages desymmetrization via intramolecular cyclization used to assemble the key intermediate with two differentiated carbonyl groups. Late-stage site selective indolization enables a concise synthesis of vellosimines and a straightforward diversification of the alkaloid scaffold.

SUBMITTER: Chatinovska B 

PROVIDER: S-EPMC11008781 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature