Stereoselectivity in the Michael Addition Reaction of Dialkylcuprates to the 2-Cyclohexenones with C-4 Ester Substituents

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概要

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• Stereoselectivity in the Michael of (Me_2C=CH)_2CuMgBr and (Me_2C=CH)_2CuLi to 3-alkyl/H-4-[(tert-butoxycarbonyl)alkyl]-2-cyclohexenone was studied. (Me_2C=CH)_2CuMgBr showed stereoselectivity in all cases (3-H, Me : anti ; 3-n-Bu : syn). This stereoselectivity disappeared in the reaction of (Me_2C=CH)_2CuLi with 4-[(tertbuboxycarbonyl)methyl]-3-butyl-2-cyclohexenone. However, the stereoselectivity was recovered by elongating the 4-alkyl chain of 2-cyclohexenone to show the same selectivity as that of (Me_2C=CH)_2CuMgBr.

• 社団法人日本農芸化学会の論文
• 1998-04-23

著者

• YAMAUCHI Satoshi

  College of Agriculture, Ehime University

• Kinoshita Yoshiro

  College Of Agriculture Ehime University

• KADOYA Makiko

  College of Agriculture, Ehime University

• KITAGAWA Masafumi

  College of Agriculture, Ehime University

• Kadoya Makiko

  College Of Agriculture Ehime University

• Kitagawa Masafumi

  College Of Agriculture Ehime University

• Yamauchi Satoshi

  College Of Agriculture Ehime University

• Kinoshita Yoshiro

  College Of Agricullture Ehime University

• Yamauchi Satoshi

  College Of Agricullture Ehime University

関連論文

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• Germination Inhibitor in Citrus unshu Fruit Peelings : ( + )-Abscisyl β-D-Glucopyranoside
• Stereoselectivity in the Michael Addition Reaction of Dialkylcuprates to the 2-Cyclohexenones with C-4 Ester Substituents
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