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2004
Amino acids
U 0400
Regioselective and Stereoselective Nucleophilic Ring Opening of TrifluoromethyCyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Tri49- 174 lated
fluoromethyl)isoserine. — Trifluoromethylated cyclic sulfates, derived from enantiopure vicinal diols, undergo nucleophilic ring opening exclusively at C-2 with inversion
of configuration. Based on this method, a novel and efficient approach to optically pure
syn-(3-trifluoromethyl)isoserine (XI) is reported. This amino acid is of synthetic and
biological interest. — (JIANG, Z.-X.; QING*, F.-L.; J. Org. Chem. 69 (2004) 16,
5486-5489; Lab. Organofluorine Chem., Shanghai Inst. Org. Chem., Chin. Acad. Sci.,
Shanghai 200032, Peop. Rep. China; Eng.) — Jannicke
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