Determination of Absolute Configuration of Stereogenic Carbinol Centers in Annonaceous Acetogenins by 1H- and 19F-NMR Analysis of Mosher Ester Derivatives

摘要: The absolute configuration of the stereogenic carbinol centers in nine annonaceous acetogenins has been determined by careful 1 H- and 19 F-NMR analysis (S)- (R)-Mosher ester [methoxy(trifluoromethyl)phenylacetate or MTPA] derivatives. These include five adjacent bis-tetrahydrofuran [uvaricin (3), bullatacin (4), bullatacinone (5), asimicin (6), rolliniastatin (7)] four mono-tetrahydrofuran [reticulatacin (8), isoannonacin-10-one (9), annonacin-10-one (10), annonacin (11)]