Hydroformylation-Amidocarbonylation of Methylvinylphosphinate. Application to Synthesis of Glufosinate.
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概要
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Glufosinate, 2-amino-4-[(hydroxy)methylphosphinyl]butanoic acid, (<B>2a</B>) was synthesized from 2-chloroethyl methylvinylphosphinate (<B>1a</B>) via successive hydroformylation–amidocarbonylation. Hydroformylation of <B>1a</B> catalyzed by Co<SUB>2</SUB>(CO)<SUB>8</SUB> in methanol gave 2-chloroethyl (3,3-dimethoxypropyl)methylphosphinate (<B>5</B>). Crude <B>5</B> was subjected to cobaltcatalyzed amidocarbonylation to afford <I>N</I>-acylglufosinic acid methyl ester (<B>2b</B>). Hydrolysis of <B>2b</B> under acidic conditions gave <B>2a</B> quantitatively.
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