93831-98-2Relevant articles and documents
Chemistry of the (Z)-Cyclo-oct-4-enyl Radical Including the Preparation of 18O2-Labelled (Z)-Cyclo-oct-4-enyl Hydroperoxide
Bloodworth, A. J.,Crich, David,Melvin, T.
, p. 2957 - 2961 (2007/10/02)
Photolysis of the O-acyl thiohydroxamate (2), precursor to the (Z)-cyclo-oct-4-enyl radical, in the presence of 18O2 and tertiary thiol provides the labelled hydroperoxide (8).The parent (Z)-cyclo-oct-4-enyl radical is shown to undergo transannular cyclization only under relatively forcing conditions.
The Invention of New Radical Chain Reactions. Part 11. A New Method for the Generation of Tertiary Radicals from Tertiary Alcohols
Barton, Derek H. R.,Crich, David
, p. 1603 - 1612 (2007/10/02)
A convenient procedure for the radical deoxygenation of tertiary alcohols has been invented using the double half esters of oxalic acid with the t-alcohol and N-hydroxypyridine-2-thione.Decomposition of this type of ester in the presence of 1,1-dimethylethane- or (better) 1,1-diethylpropane-thiol gave the corresponding hydrocarbons in good yield.It has been shown that the oxalate fragmentation is not concerted, but involves a stepwise loss of carbon dioxide.Tertiary alcohols are also a convenient source of radicals for addition to siutable alkenes with formation of quaternary centres.