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Synfacts 2011(9): 0992-0992  
DOI: 10.1055/s-0030-1261012
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Coupling of Peptidic Thiol Esters and α-Alkoxyalkylstannanes

Contributor(s): Mark Lautens, Jane Panteleev
H. Li, A. He, J. R. Falck, L. S. Liebeskind*
Emory University, Atlanta and University of Texas Southwestern Medical Center, Dallas, USA
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Publication History

Publication Date:
19 August 2011 (online)

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Significance

The authors disclose a copper-­catalyzed coupling between peptidic thiols and α-alkoxyalkylstannanes. The method is mild and allows the use of substrates which are capable of isomerization under harsher conditions. This work is significant, because methods generating copper thiolate intermediates typically require addition of other reagents capable of regenerating the active catalyst.