101109-90-4Relevant articles and documents
Enantioselective acylation of secondary alcohols catalyzed by chiral N-heterocyclic carbenes
Kano, Taichi,Sasaki, Kouji,Maruoka, Keiji
, p. 1347 - 1349 (2005)
(Chemical Equation Presented). The synthetic utility of chiral N-heterocyclic carbenes, which have been used mainly in transition metal-catalyzed reactions as a ligand, was demonstrated by the enantioselective acylation of secondary alcohols.
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.).
Thermal rearrangement of phenyl-substituted ketene ethylene acetals
Oda, Mitsunori,Morimoto, Kazuo,Thanh, Nguyen Chung,Ohta, Reina,Kuroda, Shigeyasu
, p. 1673 - 1680 (2007/10/03)
Thermal rearrangement of mono-, di-, and triphenyl-substituted ketene ethylene acetals was studied. Pyrolysis of all of these acetals provided phenyl-substituted tetrahydro-2-furanones as a major product. The more phenyl groups substitute on the ketene acetal skeleton, the lower reaction temperature was required for the rearrangement. In the cases of the diphenylketene acetals at high temperatures, fragmentation products, such as fluorene and benzophenone, probably derived from dipheylcarbene via diphenylketene, were observed.
