Wolff rearrangement of diazo ketones derived from Np-tolylsulfonyl-protected α-and β-amino acids

J Wang, Y Hou

文献索引：Wang, Jianbo; Hou, Yihua Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 12 p. 1919 - 1923

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被引用次数: 35

摘要

Diazo ketones derived from Np-tolylsulfonyl (tosyl)-protected α-and β-amino acids have been synthesized and their diazo decomposition under standard Wolff rearrangement conditions, PhCO2Ag–Et3N–MeOH, has been investigated. It is observed that, under these conditions, several different reaction pathways, including direct carbene N–H insertion, are possible. The reaction is markedly affected by the N-protecting group, the substrate ...