6533b836fe1ef96bd12a0918

RESEARCH PRODUCT

Stereochemistry of terpene derivatives. Part 4:☆ Fragrant terpenoid derivatives with an unsaturated gem-dimethylbicyclo[3.1.0]hexane system

Agata BiałońskaRafał LatajkaStanisław LochyńskiTeresa OlejniczakZbigniew CiunikBożena Frąckowiak-wojtasek

subject

chemistry.chemical_classificationCircular dichroismBicyclic moleculeDouble bondChemistryStereochemistryOrganic ChemistryAbsolute configurationCatalysisTerpenoidInorganic ChemistryTerpeneHexanechemistry.chemical_compoundMoietyOrganic chemistryPhysical and Theoretical Chemistry

description

Abstract Starting from (+)-3-carene 1 several chiral fragrant compounds with the bicyclo[3.1.0]hexane system 4–6 and 10–20 were synthesized. These compounds are structural analogues of naturally occurring fragrant compounds, such as ionones and damascones, and possess either an endo- or an exo-cyclic double bond in the bicyclo[3.1.0]hexane moiety. The absolute configuration of selected products was confirmed by X-ray crystallography and circular dichroism analysis.

10.1016/j.tetasy.2005.09.004https://www.sciencedirect.com/science/article/pii/S0957416605007196?via=ihub#!