34350-47-5Relevant articles and documents
Gold(I)-catalyzed synthesis of unsymmetrical ethers using alcohols as alkylating reagents
Liu, Yongxiang,Wang, Xiaoyu,Wang, Yanshi,Du, Chuan,Shi, Hui,Jin, Shengfei,Jiang, Chongguo,Xiao, Jianyong,Cheng, Maosheng
, p. 1029 - 1036 (2015/03/30)
A microwave-irradiated alcohol-protecting strategy based on gold catalysis utilizing benzyl alcohol, tert-butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen-18 isotope labelled alcohols assisted by GC-MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl, tert-butyl and trityl ethers in organic synthesis.
A new, practical and efficient method for protecting alcohols as tert-butyl ethers
Barge, Alessandro,Occhiato, Ernesto G.,Prandi, Cristina,Scarpi, Dina,Tabasso, Silvia,Venturello, Paolo
experimental part, p. 812 - 816 (2010/06/14)
A new method for protecting alcohols as tert-butyl ethers is reported. The reaction is performed in tert-butyl acetate in the presence of a catalytic amount of HClO4. The process is extremely efficient and primary and secondary alcohols as well as diols are protected under very mild conditions. Remarkably, tert-butyl acetate can be easily recovered after the workup of the reaction and recycled.
MILD PROTECTION AND DEPROTECTION OF ALCOHOLS AS TER-BUTYL ETHERS IN THE FIELD OF PHEROMONE SYNTHESIS
Alexakis, A.,Gardette, M.,Colin, S.
, p. 2951 - 2954 (2007/10/02)
α,ο-Halohydrins and ο-acetylenic alcohols are protected as t-butyl ethers by reaction with isobutene and an acid catalyst : Amberlyst H-15. t-Butyl ethers are, in turn, cleaved to acetates by Ac2O and 10 percent FeCl3 in Et2O solvent.Under these mild conditions conjugated dieneic systems are neither destroyed nor isomerized.
