THE DIRECT SYNTHESIS OF 3 ENANTIOMERICALLY PURE DIASTEREOMERS OF 1-FERROCENYLALKYLAMINE FROM I-(-)-MENTHONE, AND THE UP-DOWN STEREOISOMERISM OF FERROCENE DERIVATIVES

Three (6 a-c) of the four conceivable diastereomeric 1-ferrocenylalkylamines can be synthesized from I-(-)-menthone and ferrocene in high enantiomeric purity. The many potential applications of such compounds, including their use as chiral templates in diastereoselective four component condensations (4CC, Ugi Reaction) are examined. Furthermore, NMR evidence for the first example of up-down-isomerism, a new type of conformational stereoisomerism of ferrocene derivatives, is discussed.