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Fe‐Catalyzed Thioesterification of Carboxylic Esters
Author(s) -
Magens Silja,
Plietker Bernd
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201101073
Subject(s) - racemization , chemistry , organic chemistry , stereocenter , carboxylic acid , catalysis , combinatorial chemistry , enantioselective synthesis
Second nature : Starting from shelf‐stable aryl esters and thiols, a variety of carboxylic acid esters were transformed into the corresponding thioesters with no racemization of labile stereocenters (see scheme). The method was successfully applied in a native chemical‐ligation‐type peptide formation, which suggests that the thiol may act as a co‐catalyst for future 1,2‐additions of pronucleophiles to carboxylic esters.