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Thio FCMA Intermediates as Strong Acyl Donors: A General Solution to the Formation of Complex Amide Bonds

Yu Rao, Xuechen Li and Samuel J. Danishefsky*

*Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, Email: s-danishefskyski.mskcc.org

Y. Rao, X. Li, S. J. Danishefsky, J. Am. Chem. Soc., 2009, 131, 12924-12926.

DOI: 10.1021/ja906005j (free Supporting Information)


Abstract

Thio FCMA intermediates, generated from the reactions of thioacids with isonitriles, are active acyl donors, that form amide bonds under neutral conditions.

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proposed reaction pathway



Key Words

amides


ID: J48-Y2009-2740