Reaction of Silylketenes with Carbanions : Simple Preparation of α-Silylketones Using Organocerium Reagents

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概要

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• Preparation of α-silylketones 1 by the reaction of three kinds of silylketenes 3a-c with various organometallic reagents 4 was studied. Although the use of n-BuLi, MeMgBr, Me_2CuLi, Et_3Al, and Et_2Zn resulted in complicated reactions, organocerium reagents 4 (M=CeCl_2) added selectively to the carbonyl carbon of 3 to generate enolate anions A, which were treated with aqueous NH_4Cl or alkyl halides 5 to give 1. Seventeen α-silylketones 1a-q were prepared in 31-99% yields from three components, 3,alkyl- or arylcerium reagents 4,and proton or alkyl halides 5. This method was applied to a regiocontrolled preparation of two isomeric α-silylketones 1r, s.

• 社団法人日本薬学会の論文
• 1997-07-15

著者

• 北 泰行

  大阪大学大学院薬学研究科

• 北 泰行

  大阪大学薬学部

• 赤井 周司

  大阪大学大学院薬学研究科

• Kita Yasuyuki

  Graduate School Of Pharmaceutical Sciences Osaka University Yamadaoka

• KITA Yasuyuki

  Faculty of Pharmaceutical Sciences, Osaka University

• AKAI Shuji

  Faculty of Pharmaceutical Sciences, Osaka University

• KITAGAKI Shinji

  Faculty of Pharmaceutical Sciences, Osaka University

• MATSUDA Satoshi

  Faculty of Pharmaceutical Sciences, Osaka University

• TSUZUKI Yasunori

  Faculty of Pharmaceutical Sciences, Osaka University

• NAKA Tadaatsu

  Faculty of Pharmaceutical Sciences, Osaka University

• Kita Yasuyuki

  Faculty Of Pharmaceutical Sciences Osaka University

• Naka Tadaatsu

  Graduate School Of Pharmaceutical Sciences Osaka University

• Kitagaki Shinji

  Faculty Of Pharmaceutical Sciences Osaka University

• Naka T

  Medicinal Chemistry Research Laboratories Takeda Chemical Industries Ltd.

• Tsuzuki Y

  Faculty Of Pharmaceutical Sciences Osaka University

• Matsuda Satoshi

  Faculty Of Education Chiba Universi

• Matsuda Satoshi

  Faculty Of Pharmaceutical Sciences Osaka University

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