Tetrahedron letters

3-Bromo-2-(tert-butylsulfonyl)-1-propene. A multi-coupling reagent. Part 2.< 1

P Auvray, P Knochel, JF Normant

Index: Auvrat, P.; Knochel, P.; Normant, J. F. Tetrahedron Letters, 1985 , vol. 26, # 19 p. 2329 - 2332

Full Text: HTML

Citation Number: 20

Abstract

Abstract 3-bromo-2-(tert-butylsulfonyl)-1-propene 1 reacts in good yields with various electrophiles (aldehydes, ketones, nitriles and alkynes) in the presence of zinc metal to give unsaturated sulfones of type 4. These compounds can further react with soft or hard nucleophiles (alkyl-, vinyl-, aryllithium compounds, a nitroparaffin or dimethylmalonate) to yield highly functionnalized sulfones of type 5 which can be readily transformed into ...