期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 36, 页码 14256-14259出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja2065158
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资金
- National Institute of General Medical Sciences, DHHS [GM066153]
The novel reactivity of O-silylthionoesters with amine nucleophiles to generate oxoamides (rather than thioamides) is described. A straightforward first-generation trimethylsilylation protocol using bistrimethylsilylacetamide (BSA) combined with the unique reactivity of the O-silylthionoesters toward 1 degrees and 2 degrees amines to generate oxoamides provides the simplest means of activating a thiol acid for peptide bond formation at neutral pH. Excellent stereoretention is observed.
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