Stereochemical Studies. XXIV. Asymmetric Synthesis of optically Active (+)-4-Methyl-4-phenyl-2-cyclohexenone with Enamine Alkylation using Proline Derivatives

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概要

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• Alkylation of enamines prepared from 2-phenylpropanal and L-proline derivatives, with methyl vinyl ketone, was successful and gave, after hydrolysis and cyclization, optically active (+)-4-methyl-4-phenyl-2-cyclohexanone ((+)-IV). The effects of L-proline derivatives, solvents, and reaction temperature on the alkylation were discussed. Under selected conditions the optical yield reached about 50%. Asymmetric induction was clearly thermodynamically controlled.

• 公益社団法人日本薬学会の論文
• 1973-10-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 大谷 元治

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 大谷 元治

  Tokyo Research Laboratories Kowa Company Ltd.

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