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 ,
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
