Synthesis of Verbenols and Related Alcohols and Their PMR Spectra with Shift Reagent
- 9 September 1979
- journal article
- research article
- Published by Oxford University Press (OUP) in Agricultural and Biological Chemistry
- Vol. 43 (9), 1967-1974
- https://doi.org/10.1080/00021369.1979.10863718
Abstract
In connection with an investigation on structure-activity relationships of the American cockroach [Periplaneta americana L.] sex pheromone mimic, (+)-trans-verbenyl acetate, a number of alcohols having 6,6-dimethylbicyclo[3.1.1]heptane skeleton were synthesized and measured their PMR spectra in the presence of the shift reagent, Eu(dpm)3. Induced shifts of 6,6-gem-dimethyl protons and .alpha.-proton at the C-7 allowed for distinction between cis-and trans-alcohol. The configuration of secondary methyl groups was discussed from the induced shift values of the methyl protons.This publication has 3 references indexed in Scilit:
- Sex pheromone of the american cockroach,Periplaneta americanaJournal of Chemical Ecology, 1979
- Synthesis of Optically Pure (1S, 4S, 5S)-2-Pinen-4-ol (cis-Verbenol) and Its Antipode, the Pheromone ofIpsBark BeetlesAgricultural and Biological Chemistry, 1976
- Synthesis of Optically Pure (+)-trans-Verbenol and Its Antipode, the Pheromone ofDendroctonusBark BeetlesAgricultural and Biological Chemistry, 1976