1052213-48-5Relevant academic research and scientific papers
Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension
Lin, Weimin,Theberge, Cory R.,Henderson, Timothy J.,Zercher, Charles K.,Jasinski, Jerry,Butcher, Ray J.
experimental part, p. 645 - 651 (2009/07/04)
The application of a zinc carbenoid-mediated chain-extension reaction to a functionalized peptide isostere is reported. The cleavage site of human CVM protease was utilized as a target for testing the synthetic methodology. The utility of this chain-exten
Formation of γ-lactones through CAN-mediated oxidative cleavage of hemiketals
Jacobine, Alexander M.,Lin, Weimin,Walls, Bethany,Zercher, Charles K.
supporting information; experimental part, p. 7409 - 7412 (2009/05/07)
(Chemical Equation Presented) The generation of substituted γ-lactones can be accomplished through application of a tandem chain extension-aldol reaction, followed by CAN-mediated oxidative cleavage of the aldol product. The oxidative cleavage requires the intermediacy of a hemiketal and the presence of an α-heteroatom. Formation of the γ-lactone through the oxidative cleavage is used to assign stereochemistry of the aldol reaction and as the final step in a short synthesis of members of the phaseolinic acid family of natural products.
