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 investigatedItems in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.