On the mechanism of alcoholysis of allylic and benzylic alcohols and of epoxides in the presence of ceric ammonium nitrate

Authors :: Sophie Beauchemin
Jean Lessard
Jean-Marc Chapuzet
Benoit Daoust
Source :: Tetrahedron. 52:4175-4180
Publication Year :: 1996
Publisher :: Elsevier BV, 1996.
Abstract: The methanolysis of allylic alcohols, benzylic tertiary alcohols and epoxides in the presence of a catalytic amount of ceric ammonium nitrate (CAN) is shown to be catalysed by protons generated from the oxidation of methanol. This reaction is also catalysed by Lewis acids.

Subjects :: Allylic rearrangement
organic chemicals
Organic Chemistry
food and beverages
Biochemistry
Catalysis
chemistry.chemical_compound
chemistry
Drug Discovery
Organic chemistry
Methanol
Lewis acids and bases
Ceric ammonium nitrate
Tertiary alcohols

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