Ontology highlight
ABSTRACT:
SUBMITTER: Lam PH
PROVIDER: S-EPMC10683365 | biostudies-literature | 2023 Nov
REPOSITORIES: biostudies-literature
Organic letters 20231110 46
Both enantiomers of sparteine have suffered from pricing and supply chain variability, which has inspired efforts toward efficient chemical synthesis. Here, we build upon our reported synthesis of the matrine-type lupin alkaloids in order to synthesize (±)-sparteine. Specifically, selective quenching of the cyclization between glutaryl chloride and pyridine with methanol provides a functionalized quinolizidine core that was elaborated to (±)-sparteine in six additional steps on gram scale. This ...[more]