1002760-01-1Relevant articles and documents
A copper-catalyzed, pH-neutral construction of high-enantiopurity peptidyl ketones from peptidic S-acylthiosalicylamides in air at room temperature
Liebeskind, Lanny S.,Yang, Hao,Li, Hao
supporting information; experimental part, p. 1417 - 1421 (2009/07/18)
A copper-catalyzed transformation of peptidic thiol esters and boronic acids gives peptidyl ketones and takes place in DMF or DMF/H2O at room temperature in air (see scheme). This aerobic reaction only occurs at a thiol ester group capable of coordinating
A new paradigm for carbon-carbon bond formation: Aerobic, copper-templated cross-coupling
Villalobos, Janette M.,Srogl, Jiri,Liebeskind, Lanny S.
, p. 15734 - 15735 (2008/09/20)
Thiol esters and boronic acids react to produce ketones under aerobic conditions in the presence of catalytic quantities of a CuI or CuII salt. The reaction occurs at reasonable rates between room temperature and 50 °C at neutral pH using thiol esters derived from bulky 2° amides of thiosalicylamides such as those based on N-tert-butyl-2-mercaptobenzamide. In this mechanistically unprecedented reaction system, the carbon-carbon bond formation occurs through templating of the thiol ester and the boronic acid at copper; the system is rendered catalytic in copper under the aerobic conditions. Copyright
