2511-06-0Relevant articles and documents
Nucleophilic substitution catalyzed by a supramolecular cavity proceeds with retention of absolute stereochemistry
Zhao, Chen,Toste, F. Dean,Raymond, Kenneth N.,Bergman, Robert G.
supporting information, p. 14409 - 14412 (2015/02/02)
While the reactive pocket of many enzymes has been shown to modify reactions of substrates by changing their chemical properties, examples of reactions whose stereochemical course is completely reversed are exceedingly rare. We report herein a class of wa
Gold-catalyzed substitution reaction with ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent
Aikawa, Haruo,Tago, Sakie,Umetsu, Kazuteru,Haginiwa, Naomichi,Asao, Naoki
experimental part, p. 1774 - 1784 (2009/06/20)
ortho-Alkynylbenzoic acid alkyl esters behave as alkylating agents in combination with gold catalysts. The reaction with alcohols occurs smoothly in the presence of catalytic amounts of Ph3PAuCl and AgOTf under mild conditions to produce the corresponding ether products in high yields. The protocol is also useful for Friedel-Crafts alkylation and N-alkylation of sulfonamides. The reaction likely proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack of nucleophiles, such as alcohols, aromatic compounds, and sulfonamides.
Novel polymer-bound chiral selenium electrophiles
Uehlin, Lars,Wirth, Thomas
, p. 2931 - 2933 (2007/10/03)
(equation presented) Polymer-bound chiral electrophilic selenium reagents have been developed and applied to stereoselective selenenylation reactions of various alkenes. Different cleavage protocols allow further functionalization of the addition products
