.BETA.-Disulfoxides. II. The preparation of some optically active .BETA.-disulfoxides.

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概要

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• α-Sulfinylcarbanions (<B>1</B>) derived from methyl-substituted sulfoxides readily react with arenesulfinic esters (<B>2</B>) to give the corresponding β-disulfoxides (<B>3</B>) in good yields. The reaction was conducted using (−)-menthyl (−)-(<I>S</I>)-benzenesulfinate ((−)-(<I>S</I>)-<B>2b</B>), (−)-menthyl (−)-(<I>S</I>)-<I>p</I>-toluenesulfinate ((−)-(<I>S</I>)-<B>2c</B>), and α-<I>p</I>-tolylsulfinylcarbanion derived from (+)-(<I>R</I>)- or (−)-(<I>S</I>)-methyl <I>p</I>-tolyl sulfoxide to produce (<I>R</I>,<I>S</I>)- and/or (<I>S</I>,<I>S</I>)-diastereoisomers of five β-disulfoxides (<B>3a</B>–<B>e</B>). The configurational assignment for the diastereoisomers obtained was accomplished by a combination of NMR and polarimetric analyses.

• 公益社団法人 日本化学会の論文

著者

• Nokami Junzo

  Department Of Applied Chemistry Faculty Of Engineering Okayama University Of Science

• Kinoshita Masayoshi

  Department Of Bioapplied Chemistry Faculty Of Engineering Osaka City University

• Kunieda Norio

  Department Of Applied Chemistry Faculty Of Engineering Osaka City University

• Kinoshita Masayoshi

  Department of Applied Chemistry, Faculty of Engineering, Osaka City University

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