P-20 パラジウム触媒による環化反応を用いたpyranicinとspectamine Aの合成研究(ポスター発表の部)

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Pd-catalyzed stereoselective cyclization of alkenylalcohol and alkenylamine is very important reaction for the stereoselective construction of oxygen and nitrogen heterocyclic compounds. In this symposium, we wish to present Pd-catalyzed diastereoselective O-and N-alkylation and their application of natural products. 1. Synthesis of pyranicin (1) Total synthesis of pyranicin (1) was achieved using Pd (II)-catalyzed diastereoselective cyclization of the allylic ester as the key step. The inhibitory activity of this compound for mitochondrial complex I was slightly poorer than that of mono-THF acetogenins. 2. Synthetic studies on spectamine A (2) Recently, a novel piperidine alkaloid from African legume, Cassia spectabilis, was isolated. The structure was elucidated as O-benzoyl derivative of (+)-iso-6-cassine. Herein we wish to present the progress toward synthesis of 2 using Pd-catalyzedd stereoselective cyclization to give 2,6-tans-piperidine ring 14t. Total synthesis of 2 is currently underway.
天然有機化合物討論会の論文
2008-09-01