Synthesis and Investigation of C_2-Symmetric Optically Active Pyrrolidinium Salts as Chiral Phase-Transfer Catalysts
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概要
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C_2-Symmetric optically active pyrrolidinium salts were synthesized by the reaction of 2,3 : 4,5-di-O-benzylidene-(3R, 4R)-dihydroxy-(2S, 5S)-bis(hydroxymethyl)pyrrolidine (2), (3R, 4R)-dimethoxy-(2S, 5S)-bis(methoxymethyl)-pyrrolidine (3), 2,3 : 4,5-Di-O-benzylidene-(3R, 4R)-dihydroxy-N-(2-hydroxyethyl)-(2S, 5S)-bis(hydroxymethyl)-pyrrolidine (5), and (3R, 4R)-dimethoxy-N-(2-hydroxyethyl)-(2S, 5S)-bis(methoxymethyl)pyrrolidine (7) with methyl iodide or α, ω-dibromoalkanes. They exhibited low chiral induction activity in the epoxidation of chalcone and in the Darzens condensation of p-chlorobenzaldehyde and phenacyl chloride under phase-transfer conditions.
- 公益社団法人日本薬学会の論文
- 1994-12-15
著者
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正木 幸雄
Gifu Pharmaceutical University
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施 敏
Gifu Pharmaceutical University
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佐藤 幸広
Gifu Pharmaceutical University
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数田 健一
Gifu pharmaceutical University
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