Gold-catalysed cyclic ether formation from diols

作者:Jiang Xiaolu; London Emma K; Morris David J; Clarkson Guy J; Wills Martin*
来源:Tetrahedron, 2010, 66(52): 9828-9834.
DOI:10.1016/j.tet.2010.10.068

摘要

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 S(N)1 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.

  • 出版日期2010-12-24