Accession Number : AD0651621

Title :   ANNUAL REPORT, MAY 1, 1966-APRIL 30, 1967.

Corporate Author : ROCHESTER UNIV N Y DEPT OF CHEMISTRY

Report Date : 30 APR 1967

Pagination or Media Count : 4

Abstract : Attempts to approach the cinchona alkaloid structure involving, as one of the early steps, the condensation of a suitably substituted aldehyde with 6-methoxylepidine-N-oxide were abandoned as unworkable. Work was initiated along two alternative lines. In the first, the activating effect of such substituants as cyano and carbethoxy on the methylene group of lepidine derivatives was investigated in the hope that the necessary condensations could be achieved with this additional activation. The second alternative involved a study of the wittig reaction between 6-methoxy-quinoline-4-carboxaldehyde and an appropriate phosphonium salt.

Descriptors :   (*CINCHONA ALKALOIDS, SYNTHESIS(CHEMISTRY)), (*QUINOLINES, CHEMICAL REACTIONS), ALDEHYDES, NITROGEN HETEROCYCLIC COMPOUNDS, CONDENSATION REACTIONS, SUBSTITUTION REACTIONS, ETHERS, PHOSPHONIUM COMPOUNDS, ALKENES, STEREOCHEMISTRY

Subject Categories : Pharmacology
      Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE