1560-86-7Relevant articles and documents
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.
SUBSTITUTION REACTIONS INVOLVING ORGAOALUMINUM COMPOUNDS. COMMUNICATION 4. SYNTHESIS OF ALKYL-SUBSTITUTED CYCLOPROPANES VIA THE ALKYLATION OF HOMOALLYLIC ALCOHOL TOSYLATES WITH TRIALKYLALANES
Tolstikov, G. A.,Spivak, A. Yu.,Lomakina, S. I.,Kuchin, A. V.
, p. 1012 - 1017 (2007/10/02)
-
RADICAL DEOXYGENATION OF TERTIARY ALCOHOLS
Barton, Derek H. R.,Hartwig, Wolfgang,Motherwell, Robin S. Hay,Motherwell, Willam B.,Stange, Andreas
, p. 2019 - 2022 (2007/10/02)
The thioformates of tertiary alcohols are smoothly reduced by tributyl tin hydride to the corresponding hydrocarbon in a radical chain reaction.