A New Synthesis ofN-Hydroxyamides Using Trimethylsilyl Protection
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (04) , 418-420
- https://doi.org/10.1055/s-1987-27971
Abstract
The concept of transient hydroxylamine oxygen protection for the unambiguous synthesis of N-hydroxyamides has been applied in the amino acid field. First, hydroxylamines 1 were silylated in pyridine with chlorotrimethylsilane; then 2 was immediately N-acylated with mixed anhydride 3 of a protected amino acid or peptide; and finally, the O-trimethylsilyl protection was removed during the isolation procedure giving pure N-hydroxyamides 5.Keywords
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