The Journal of organic chemistry

Oxidation of peptides by methyl (trifluoromethyl) dioxirane: the protecting group matters

MR Rella, PG Williard

文献索引：Rella, Maria Rosaria; Williard, Paul G. Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 525 - 531

全文：HTML全文

被引用次数: 18

摘要

Representative Boc-protected and acetyl-protected peptide methyl esters bearing alkyl side chains undergo effective oxidation using methyl (trifluoromethyl) dioxirane (1b) under mild conditions. We observe a protecting group dependency in the chemoselectivity displayed by the dioxirane 1b. N-Hydroxylation occurs in the case of the Boc-protected peptides, and side chain hydroxylation takes place in the case of acetyl-protected peptides. Both are ...