Title of article
Novel solvent hydrogen-bonding effects in the singlet oxygen ene reaction: a comparison of α,β-unsaturated esters and acids
Author/Authors
Stensaas، نويسنده , , Kristina L and Payne، نويسنده , , Jason A and Ivancic، نويسنده , , Alexa N and Bajaj، نويسنده , , Anisha، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
3
From page
25
To page
27
Abstract
The photooxidations of tiglic acid, angelic acid, 2,3-dimethyl-2-butenoic acid and their corresponding methyl esters using singlet oxygen were investigated in methanol and methanol/water solvent mixtures and compared to non-hydrogen-bonding solvents with different dielectric constants. The major and minor ene allylic hydroperoxide products were quantified and this ratio for the acids was found to be dependent on a hydrogen-bonding interaction between the solvent and substrate.
Keywords
Hydrogen bonding , aqueous solvent , singlet oxygen , ene reactions
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1649001
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