41 熱分解反応および光化学反応による二,三のイソキノリンアルカロイドの合成

概要

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Woodward-Hoffmann rule would provide the effective method for the synthesis of the complicated or strained compounds. Therefore, we investigated the synthesis of the isoquinoline alkaloids along this rule. Thermolysis of 1-benzocyclobutenyl-3,4-dihydroisoquinolines gave the protoberberines. which were reduced to afford the berbines, xylopinine and discretine. On the other hand, photolysis of the phenolic bromoisoquinoline gave (-)-O-methylandrocymbine and (-)-kreysigine. Moreover, cepharamine, a hasubanan alkaloid, was synthesized by a photolysis of the diphenolic bromoisoquinoline, followed by treatment with methanolic hydrochloric acid.
天然有機化合物討論会の論文
1972-10-01