6218-97-9Relevant academic research and scientific papers
Regio- and diastereoselective catalytic epoxidation of chiral allylic alcohols with hexafluoroacetone perhydrate. Hydroxy-group directivity through hydrogen bonding
Adam,Degen,Saha-Moller
, p. 1274 - 1277 (1999)
The threo diastereoselectivity in the catalytic epoxidation of chiral allylic alcohols with 1,3-allylic strain by hexafluoroacetone perhydrate and its regioselectivity in the epoxidation of 1-methylgeraniol establishes a hydroxy-directing effect through hydrogen bonding between the oxidant and substrate. The higher syn selectivity for the cis than trans isomer of 5- tert-butylcyclohexen-3-ol suggests a hydrogen-bonded transition-state structure similar to that of peracids for this catalytic oxygen-transfer process.
SELECTIVE OXIDATION WITH t-BUTYL HYDROPEROXIDE AND ALUMINIUM REAGENTS
Takai, Kazuhiko,Oshima, Koichiro,Nozaki, Hitosi
, p. 1657 - 1660 (2007/10/02)
Stereoselective epoxidation of allylic alcohols is achieved with organoaluminium peroxides.Transformation of secondary alkohols to ketones with same reagents is also disclosed.
