147092-06-6Relevant articles and documents
Regio- and Stereoselective Chan-Lam-Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines
Steemers, Luuk,Wijsman, Linda,van Maarseveen, Jan H.
supporting information, p. 4241 - 4245 (2018/10/02)
Efficient and scalable Cu(II)-mediated enol esterification methodology of carboxylic acids from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in aliphatic and aromatic carboxylic acids in combination with several alkenyl boroxines. In the case of 2-substituted alkenyl boroxines the double bond configuration was fully retained in the enol ester product. Also N-hydroxyimides and imides could be transformed in the respective amidooxy vinyl enol ethers and vinyl enamides. Finally, with the exception of methionine, all other 19 canonical amino acids showed their compatibility to give the enol esters in a stereoselective fashion. (Figure presented.).
Ready protease-catalyzed synthesis of carbohydrate-amino acid conjugates.
Boyer,Stanchev,Fairbanks,Davis
, p. 1908 - 1909 (2007/10/03)
The protease-catalyzed synthesis of amino acid est-carbohydrate conjugates as glycopeptide analogues has been achieved in a highly regioselective and carbohydrate-specific manner using amino acid vinyl ester acyl donors and minimally or completely unprotected carbohydrate acyl acceptors, which together probed active sites of proteases to reveal yield efficiencies that are modulated by the carbohydrate C-2 substitutent, and that may be exploited to allow selective one-pot syntheses.
A new methodology for the preparation of vinyl esters
Weinhouse,Janda
, p. 81 - 83 (2007/10/02)
A new methodology has been developed for the preparation of unsubstituted enol esters. Its application is demonstrated by the obtainment of vinyl aromatic α-amino esters. A brief investigation of the preparation of other hydrophobic vinyl esters proved successful. Because of the mild reaction conditions employed, it is believed this route should provide access to other enol esters.
