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Recent Development of Diphenyl Phosphorazidate (DPPA) as a Synthetic Reagent

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New Horizons of Process Chemistry

Abstract

Recent development of the synthetic use of diphenyl phosphorazidate (DPPA, (PhO)2P(O)N3) is described. DPPA can be used for the peptide bond formation, macrolactamization, the modified Curtius reaction, conversion of hydroxyl groups to azides, azidation of pyridine N-oxides, N-alkylation, 1,3-dipolar cycloaddition, phosphoramidation, carbamate synthesis and the activation of carbamate anions.

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Authors and Affiliations

  1. Faculty of Agriculture, Meijo University, 1-501, Shiogamaguchi, Tempaku, Nagoya, 468-8502, Japan

    Takayuki Shioiri

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  1. Takayuki Shioiri
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Correspondence to Takayuki Shioiri .

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Editors and Affiliations

  1. Doshisha Women's College of Liberal Arts , Kyotanabe, Japan

    Kiyoshi Tomioka

  2. Meijo University, Nagoya, Japan

    Takayuki Shioiri

  3. Gifu Pharmaceutical University , Gifu, Japan

    Hironao Sajiki

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Shioiri, T. (2017). Recent Development of Diphenyl Phosphorazidate (DPPA) as a Synthetic Reagent. In: Tomioka, K., Shioiri, T., Sajiki, H. (eds) New Horizons of Process Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-3421-3_10

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