Synthesis of Chiral Methyl Cucurbate and Its Analogs(Organic Chemistry)
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概要
- 論文の詳細を見る
Natural (+)-(1R,2S,3S)-methyl cucurbate (1b) and the (-)-δ-lactone of 3-epi-cucurbic acid (16) were synthesized from (+)-(1R,6S,7R)-bicyclo[4.3.0]non-3-en-7-ol (5). Asymmetric hydrolysis of the acetate (8) of (+_-)-5 with pancreatin gave optically pure the (+)-(7R)-alcohol (5) and (-)-(7S)-acetate (8). An ozonolysis product of (+)-5 was transformed to (-)-16 and (+)-(3S)-1b with inversion of the (7R)-hydroxyl group. Similarly, unnatural (-)-1b and (+)-16 were prepared from optically pure (-)-5. The growth inhibitory activitied of these synthesized chiral compounds toward lettuce seedlings were examined.
- 社団法人日本農芸化学会の論文
- 1991-12-23
著者
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YAMASHITA Kyohei
Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University
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Yamashita Kyohei
Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University
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Takehara Jun
Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University
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Oritani Takayuki
Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University
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