A New General Access to α-Trifluoromethyl-Substituted Aromatic and Heteroaromatic α-Amino Acids
Syntheses of α-trifluoromethyl substituted heteroarylglycine and phenylalanine derivatives 7 bzw. 12a from 5-fluoro-2-phenyl-4-trifluoromethyloxazole (2) are described.The key step of the new method is a 1,3-benzyl shift from oxygen to carbon.The isolation of mixed products in "cross experiments" in the phenylalanine series supports the notion that the 1,3-benzyl shift is not a 1,3-sigmatropic process.
Burger, Klaus,Gaa, Karl,Geith, Klaus,Schierlinger, Christian
p. 850 - 855
(2007/10/02)
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