Title of article
Reductive lithiation of 1,3-dimethyl-2-arylimidazolidines
Author/Authors
Ugo Azzena، نويسنده , , Domenica Giovanna Dettori، نويسنده , , Luisa Pisano، نويسنده , , Immacolata Siotto، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
6
From page
3177
To page
3182
Abstract
Naphthalene catalyzed lithiation of 1,3-dimethyl-2-phenylimidazolidine led to cleavage of the benzylic carbon–nitrogen bond, with formation of an intermediate dianion. Under similar conditions, 1,3-dimethyl-2-(4-chlorophenyl)imidazolidine underwent regioselective cleavage of the aromatic carbon–chlorine bond, leading to a 4-formylphenyllithium equivalent, whilst 1,3-dimethyl-2-(4-methoxymethylphenyl)imidazolidine underwent regioselective cleavage of the benzylic carbon–oxygen bond, leading to a 4-formylbenzyllithium equivalent.
Keywords
Reduction , aromatic aldehydes , lithiation , Protective groups
Journal title
Tetrahedron
Serial Year
2005
Journal title
Tetrahedron
Record number
1088542
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