Title of article
Anion reaction of 1,3-benzoxathiole-3-oxide with several electrophilic compounds
Author/Authors
Salvatore Cabiddu، نويسنده , , Enzo Cadoni، نويسنده , , Stefana Melis، نويسنده , , Gioanna Gelli، نويسنده , , Maria Grazia Cabiddu، نويسنده , , Claudia Fattuoni، نويسنده , , Stefania De Montis، نويسنده , , Sandra Ianelli، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
11
From page
10365
To page
10375
Abstract
The reaction of benzoxathiole-3-oxide with LDA in THF or THF/hexane or THF/HMPA gave a carbanion which was reacted with methyl iodide, aromatic aldehydes or carbon dioxide. The conformational stability (α-diastereoselectivity) of the carbanion and the asymmetric induction due to the prochiral electrophiles (β-diastereoselectivity) was studied. The temperature and the solvent effects on the α- and β-diastereoselectivity are discussed.
Keywords
aromatic aldehydes , metallation reactions , Stereochemistry , cyclic sulfoxide
Journal title
Tetrahedron
Serial Year
2001
Journal title
Tetrahedron
Record number
1082666
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