Stereochemical Studies. XLVI. Studies on the Synthesis of 4-Acetoxy-cyclopentane-1,3-dione Derivatives

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概要

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• As methods for preparing 4-acetoxy-cyclopentane-1,3-dione derivatives (1), two synthetic schemes were examined. While the successive catalytic reduction and acetylation of cyclopentane-1,3,4-triones (2) according to the reported procedure gave the desired 1,the acid-catalyzed condensation of O-acetyl malic anhydride (3) with isopropenyl acetate (4a) and diethyl ketone enol acetate (4b) gave 2-carboxymethyl-5-methyl-3-oxo-2,3-dihydrofuran (6a) and its 4-methyl derivative (6b), respectively, as the sole isolable product. The structures of 6a and 6b were elucidated from their chemical and spectroscopic behavior. Plausible formation mechanism for the compounds was also proposed.

• 公益社団法人日本薬学会の論文
• 1977-01-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 北本 六良

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 寺島 孜郎

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 寺島 孜郎

  (財)相模中央化学研究所

• 寺島 孜郎

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)sagami Chemical Research Cen

• 北本 六良

  Faculty Of Pharmaceutical Sciences University Of Tokyo

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