Titanium Tetrachloride-Mediated Diels-Alder Reactions of Cyclopentadiene with Di-l-menthyl Methylenemalonate and Its Acetoxy Derivative as New Chiral Dienophiles for Asymmetric Induction

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概要

• 論文の詳細を見る

• Asymmetric synthesis of [1S, 2S, 3R, 4R]-2,3-dihydrosy-4-hydroxymethylcyclopent-1-ylmalo-nate(its racemic form is already known as a versatile building block for carbocyclic C-nucleosides)was achieved by Diels-Alder reaction of cyclopentadiene with di-l-menthyl acetoxymethyl-enemalonate, follwed by retrograde aldol C-C bond fisson under reductive conditions.Asymmetric induction in Diels-Alder reactions using the chiral dienophile and its nor-acetoxy derivative is discussed from a mechanistic viewpoint and a new concept for asymmetric induction is proposed.

• 公益社団法人日本薬学会の論文
• 1988-10-25

著者

• 渡辺 信久

  Pharmaceutical Institute Tohoku University

• 金子 主税

  東北大学

• 金子 主税

  Pharmaceutical Institute Medical Faculty University Of Tokyo

• 片桐 信弥

  Pharmaceutical Institute, Tohoku University

• 羽田 融

  Pharmaceutical Institute, Tohoku University

• 片桐 信弥

  Health Sci. Univ. Hokkaido Hokkaido Jpn

• 片桐 信弥

  Pharmaceutical Institute Tohoku University

• 早坂 悦子

  Pharmaceutical Institute, Tohoku University

• 羽田 融

  Pharmaceutical Institute Tohoku University

• 早坂 悦子

  Pharmaceutical Institute Tohoku University

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