55696-67-8Relevant academic research and scientific papers
Gold-catalysed cyclic ether formation from diols
Jiang, Xiaolu,London, Emma K.,Morris, David J.,Clarkson, Guy J.,Wills, Martin
experimental part, p. 9828 - 9834 (2011/02/23)
Gold(I) and (III) salts have been found to be highly effective at the catalysis of ether formation from alcohols. Intramolecular ether formation of a 1,5-diol was also achieved, with a stereoselectivity that indicates that an SN1 mechanism predominates. In an attempt to form a seven-membered ring, a stable 14-membered dimer product was also formed. Attempts to control the diastereoselectivity of the reaction using a chiral anionic counterion did not give products with a high de.
SUBSTITUTION REACTIONS OF 2-BENZENESULPHONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES
Brown, Dearg S.,Bruno, Maurizio,Davenport, Raymond J.,Ley, Steven V.
, p. 4293 - 4308 (2007/10/02)
Direct substitution of 2-benzenesulphonylcyclic ethers was studied using a variety of carbon nucleophiles.These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals,
DIRECT SUBSTITUTION OF 2-BENZENESULPHONYL CYCLIC ETHERS USING ORGANOZINC REAGENTS
Brown, Dearg S.,Ley, Steven V.
, p. 4869 - 4872 (2007/10/02)
2-Benzenesulphonyl cycle ethers are converted in good yield at room temperature to the 2-aryl-, 2-alkenyl or 2-alkynyl product by treatment with the corresponding organozinc species.
