Tetrahedron letters

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

P Knochel, JF Normant

Index: Knochel, P.; Normant, J. F. Tetrahedron Letters, 1985 , vol. 26, # 4 p. 425 - 428

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Citation Number: 33

Abstract

As expected, due to the allylic bromine atom, vinyl sulfone 4 shows an enhanced electrophilicity as compared to a simple a, 6-unsaturated sulfone: in fact, if proper conditions are chosen(low temperature, inverse addition3), mono-addition leading to sulfone 7 can be carried out withoutsubsequent readdition of the nucleophile(no 8 formed); see scheme 2.