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Novel 6-substituted lavendamycins have been synthesized for the first time. The key step in these syntheses is a Pictet−Spengler condensation (Scheme 1). Efficient methods for the synthesis of each compound, including a novel reaction for the facile introduction of alkylamino groups at the C-6 position of the lavendamycin system, are discussed. Possible mechanisms for these reactions are also presented.