University of Cagliari
Lithium 2,3-dihydro-1-benzothiophene-1,1-dioxide: synthesis, characterization, DFT calculations and reactivity towards aldehydes and azometines
CADONI, ENZO;ARCA, MASSIMILIANO;FATTUONI, CLAUDIA;CABIDDU, MARIA GRAZIA;
2007-01-01
Abstract
The sulfonyl carbanion derived from 2,3-dihydro-1-benzothiophene-1,1-dioxide and its lithium salt has been investigated by DFT calculations. NMR and IR spectroscopic analyses showed that the lithium sulfonyl carbanion exists in solution as a monomer in equilibrium with a dimer. The lithium carbanion was treated with aldehydes and azomethynes to give chiral hydroxy and amino derivatives. The stereochemistry of the products and the diastereoselectivity of the reaction were investigated
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