Diastereoselective Imino-Aldol Condensation of Chiral 3-(p-Tolylsulfinyl)-2-furaldimine and Ester Enolates
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概要
- 論文の詳細を見る
(S_S)-3-(p-Tolylsufinyl)-2-furaldimine was synthesized, and condensation of the chiral furaldimine with lithium ester enolates has been examined. The product distribution of the reaction is dependent upon reaction conditions and on the kind of the substituent placed on the esters. Disubstituted ester enolate resulted in the exclusive formation of (4R)-β-lactam, while unsubstituted, tert-butyl ester enolate preferentially gave (3R)-β-amino ester. With the monosubstituted ester enolates, the condensation afforded (4R)-β-lactams and/or (3R)-β-amino esters as major products. This method has been applied to an efficient route to chiral furyl β-lactams.
- 公益社団法人日本薬学会の論文
- 2002-05-01
著者
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MASAKI Yukio
Gifu Pharmaceutical University
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Masaki Y
Gifu Pharmaceutical University
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Masuda Tsutomu
Gifu Pharmaceutical University
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ARAI Yoshitsugu
Gifu Pharmaceutical University
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YONEDA Shinya
Gifu Pharmaceutical University
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荒井 謙次
Gifu Pharmaceutical University
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Masaki Y
Gifu Pharmaceutical Univ. Gifu Jpn
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