The synthetic utility of potassium dichromate in the presence of Lewis acids under solid phase conditions is described. This reagent efficiently oxidizes alcohols, acyloins, oximes and semicarbazones to their corresponding carbonyl compounds, while trimethylsilyl and tetrahydropyranylethers, ethylene acetals and ketals undergo oxidative deprotection to produce carbonyl compounds efficiently.
Direct AlCl<sub>3</sub>-catalyzed transformation of benzyl THP ethers and allyl benzyl ethers
作者:Tien Tan Bui、Hee-Kwon Kim
DOI:10.1080/00397911.2020.1829644
日期:2021.2.1
THP and allyl groups are frequently used for the protection of alcohols. In this study, novel direct transformations of benzyl THP ethers and allyl benzyl ethers, protected forms of alcohols, are r...
Allyltriphenylphosphonium Peroxodisulfate (CH<sub>2</sub>˭CHCH<sub>2</sub>PPh<sub>3</sub>)<sub>2</sub>S<sub>2</sub>O<sub>8</sub>: An Efficient and Convenient Reagent for the Oxidation of Alcohols and Silyl and THP‐Ethers Under Nonaqueous Conditions
作者:M. Tajbakhsh、M. M. Lakouraj、A. Fadavi
DOI:10.1081/scc-120030303
日期:2004.12.31
Abstract The preparation of allyltriphenylphosphonium peroxodisulfate (ATPPD) as a new and efficient reagent for the oxidation of primary and secondary alcohols, trimethylsilyl and tetrahydropyranyl (THP) ethers to their corresponding carbonyl compounds in refluxing acetonitrile with 1.1:1 molar equivalents of the oxidant is described.
Simple and Facile Tetrahydropyranylation of Alcohols by use of Catalytic Amounts of Benzyltriphenylphosphonium Tribromide
作者:A. R. Hajipour、S. A. Pourmousavi、A. E. Ruoho
DOI:10.1080/00397910500297297
日期:2005.11
An efficient and mild system for protection of a variety of alcohols with 3,4-dihydro-2H-pyran (DHP) in the presence of catalytic amounts of benzyltriphenylphosphonium tribromide (BTPTB) (1) gives the corresponding tetrahydropyan ethers (ROTHP) in dichloromethane. The experimental procedure is simple, and the products are straightforwardly isolated in high to excellent yields.