Tetrahedron

Allylic protection of thiols and cysteine: II: The N-[2, 3, 5, 6-tetrafluoro-4-(N′-piperidino)-phenyl], N-allyloxycarbonylaminomethyl (Fnam) group

P Gomez-Martinez, AM Kimbonguila, F Guibé

文献索引：Gomez-Martinez, Paloma; Kimbonguila, Andre Malanda; Guibe, Francois Tetrahedron, 1999 , vol. 55, # 22 p. 6945 - 6960

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被引用次数: 16

摘要

S-[N-[2, 3, 5, 6-tetrafluoro-4-(N′-piperidino)-phenyl], N-allyloxycarbonyl]-aminomethyl (Fnam) derivatives of thiols in general and cysteine in particular are readily deprotected by palladium catalysed allylic cleavage in the presence of various nucleophilic species. They are perfectly stable in both the basic conditions (piperidine/DMF) of Fmoc group removal and the acidic conditions (TFA CH 2Cl 2) of t-Bu and Boc group removal.