Synthesis of verbenols and related alcohols and their PMR spectra with shift reagent

Autor: Chikao Nishino, Hisao Takayanagi
Rok vydání: 1979
Předmět:
Zdroj: Agricultural and Biological Chemistry. 43:1967-1974
ISSN: 1881-1280
0002-1369
DOI: 10.1271/bbb1961.43.1967
Popis: In connection with our investigation on the structure-activity relationships of the American cockroach sex pheromone mimic, (+)-trans-verbenyl acetate, a number of alcohols having 6,6-dimethylbicyclo[3, 1. l]heptane skeleton were synthesized, and measured their PMR spectra in the presence of the shift reagent, Eu(dpm)3. The induced shifts of the 6, 6-gem-dimethyl protons and α-proton at the C–7 guided us to distinction between cis- and trans-alcohol. The configuration of secondary methyl groups was discussed from the induced shift values of the methyl protons.
Databáze: OpenAIRE