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Selective Transesterification of 2,2,2-Trifluoroethyl Phosphates: Synthesis of Mixed Unsymmetrical Phosphates

Kouta Tsubaki, Hirokazu Shimooka, Mitsuru Kitamura and Tatsuo Okauchi*

*Department of Applied Chemistry, Graduate School of Engineering, Kyushu Institute of Technology, 1-1 Sensui-cho, Tobata, Kitakyushu 804-8550, Japan, Email:

K. Tsubaki, H. Shimooka, M. Kitamura, T. Okauchi, Org. Lett., 2019, 21, 9779-9783.

DOI: 10.1021/acs.orglett.9b04003

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A selective three-step substitution transesterification starting with tris(2,2,2-trifluoroethyl) phosphate enables the facile synthesis of mixed unsymmetric phosphate triesters from three different alcohols. The substitution of the trifluoroethoxy group at the phosphorus proceeds selectively in the presence of DBU or lithium alkoxides.

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Key Words

phosphate esters

ID: J54-Y2019