Development of practical synthetic methods for nitrogen containing heterocyclic compounds by one-pot condensation oxidation process and its application

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Studies of the development of practical synthetic methods for nitrogen containing heterocyclic compounds by one-pot condensation oxidation process and its application have been performed. And following results were obtained.1) A halogen induced oxidative rearrangement reaction of cyclobutane aminals providing bicyclic amidines was developed. 2) By using the developed method for oxazoles from aldehydes, the proposed structure of leiodolide A, which have significant cytotoxicity, was achieved. 3) Enantioselective bromolactonization of internal alkenoic acids has been achieved by using trisimidazoline catalyst. The synthetic utility of the newly developed process is demonstrated by its application to a concise synthesis of tanikolide, an antifungal marine natural product.