Tetrahedron Letters p. 8475 - 8478 (1996)
Update date:2022-08-04
Topics:
Fretz, Heinz
Novel L-phenylalanine derivatives 5 containing a vicinal tricarbonyl moiety at the para position of the phenyl ring were prepared in 4 steps starting from N(α)-Cbz-L-tyrosine benzyl ester. A 7 step reaction sequence lead to N(α)-Fmoc protected derivatives 9 with the tricarbonyl structure masked as its stable keto ylide precursor, which is suitable for solid phase peptide synthesis. The phosphoranylidene intermediates 8 were transformed to the trioxo compounds 5 with Oxone as oxidant.
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