天然有機化合物討論会講演要旨集
Online ISSN : 2433-1856
セッションID: 19
会議情報
19 メチレノマイシンAからボトリオジプロジンへの変換とそれらの絶対構造
酒井 浄雨宮 茂雄小島 孝一
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会議録・要旨集 フリー

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抄録
In 1966 Gupta etal isolated Botryodiplodin from Botryodiplodia theobromae, which exhibits antileukemic activity. The gross structure was defined by Arsenault etal by chemical ionization mass-spectrometry. McCurry etal, Wilson etal and Mukaiyama etal reported the synthesis of dl-Botryodiplodin. However its absolute configuration has not been determined yet. In this report Methylenomycin(II) was converted into natural Botryodiplodin(I). Their absolute configuration was also determined by transforming synthesised Botryodiplodin to α-naphthyl urethane (22) of (+) 2-ethyl-3-methyl butanol(21), absolute configuration of which has already been established. In the course of this conversion reaction was found the novel isomerization reaction of α-hydroxy-α-epoxide(5,9A) into the unstable β-hydroxyketone.
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© 1978 天然有機化合物討論会電子化委員会
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