The Directed ortho-Lithiation of Aryl Tetramethylphosphorodiamidates

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概要

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• Aryl tetramethylphosphorodiamidates were effectively ortho-lithiated with sec-BuLi in tetrahydrofuran at -105℃.The resulting lithiated species were trapped with a variety of electrophiles at -105℃ to provide ortho-substituted phosphorodiamidates. When the lithiation was carried out at -78℃, O→C migration of the bis(dimethylamino)phosphoryl group took place rapidly and 2-hydroxyarylphosphonic tetramethyldiamides were produced regioselectively. The ortho-directing ability of the phosphorodiamidates was investigated by intermolecular competition experiments with other directed metalation groups.

• 公益社団法人日本薬学会の論文
• 1990-10-25

著者

• 古川 淳

  Faculty of Pharmaceutical Sciences, Nagasaki University

• 古川 淳

  School Of Pharmaceutical Sciences Nagasaki University

• 川西 健司

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• 渡辺 三明

  Center For Instrumental Analysis Nagasaki University

• 伊達 睦廣

  Faculty of Pharmaceutical Sciences Nagasaki University

• 堀 貴子

  Faculty of Pharmaceutical Sciences Nagasaki University

• 川西 健司

  Faculty Of Pharmaceutical Sciences Nagasaki University

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