Preparation of N-alkylated 2-epi-valienamines was accomplished by the palladium-catalyzed coupling reaction of the allylic chloride 5 with various amines in the presence of trimethylolpropane phosphite (TMPP). The 2-epi-valienamine precursor (i.e. allylic chloride 5) was obtained from the reaction of diol 2 with Viehe's salt and the diol 2 was readily prepared from (-)-quinic acid in 10 steps. (C) 2000 Elsevier Science Ltd.
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