6533b839fe1ef96bd12a6d6e

RESEARCH PRODUCT

Studies on the synthesis of pentacyclic strychnos indole alkaloids. photocyclization of n-chloroacetyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole derivatives

Miguel A. MirandaEnric SanfeliuJoan BoschMercedes Amat

subject

Indole testbiologyChemistryStereochemistrymedicine.drug_classAlkaloidOrganic ChemistryStrychnosCarboxamideRing (chemistry)biology.organism_classificationBiochemistryPyrrolidinechemistry.chemical_compoundDrug DiscoveryLactammedicine

description

Abstract Photocyclization of 2-chloroacetyl-1,2,3,4,5,6-hexahydro-1, 5-methanoazocino[4,3-b]indole ( 5 ) takes place at the indole 4-position to give a 1 ,2 ,3 ,4 , 5 ,6-hexahydro-2 ,11-ethano-1 ,5-methanoazocino [4 , 3-6] indole system. Consequently, the method appears to be unsuitable for constructing the pyrrolidine ring of pentacyclic Strychnos indole alkaloids.

https://doi.org/10.1016/s0040-4020(01)96651-7