Synthetic Approach to the Grayanotoxins and Asebotoxins : A New Construction of A, B, and C Ring System of Grayanotoxan

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概要

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• 1,2,3,4,9,10-Hexahydro-6-methoxy-1,1,4-trimethylbenz [f] azulene (15) was synthesized by a rearrangement of 2,3,3a, 4,5,9b-hexahydro-9b-(1-hydroxyethyl)-8-methoxy-3,3-dimethyl-1H-benz [e] indene (14), which was in turn obtained from a thermolysis of the olefinic benzocyclobutene (11) followed by treatment with methyllithium. The hexahydrobenzazulene (15) was converted into 7-formylmethyl-1,2,3,3a, 4,9,10,10a-octahydro-6-methoxy-1,1,4-trimethylbenz [f] azulene (1) through the compounds 16-21. The synthesis of 1,2,3,4,10,11-hexahydro-7-methoxy-5H-dibenzo [a, d] cycloheptene (6) by a rearrangement of 1,2,3,4,4a, 9,10,10a-octahydro-4a-hydroxymethyl-6-methoxyphenanthrene (5) was also described.

• 公益社団法人日本薬学会の論文
• 1979-01-25

著者

• 亀谷 哲治

  Pharmaceutical Institute, Tohoku University School of Medicine

• 福本 圭一郎

  東北大・薬

• 福本 圭一郎

  Pharmaceutical Institute, Tohoku University

• 根本 英雄

  Pharmaceutical Institute, Tohoku University School of Medicine

• 根本 英雄

  東北大薬

• 亀谷 哲治

  Pharmaceutical Institute Medical Faculty University Of Osaka

• 福本 圭一郎

  Pharmaceutical Institute Tohoku University School Of Medicine

• 津吹 政可

  Pharmaceutical Institute Tohoku University

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