Journal of organometallic chemistry

A convenient preparation of mono-or gem-di-halogenoalkenes from α-sulfonyl carbanions and halogenolithiocarbenoïds

P Charreau, M Julia, JN Verpeaux

Index: Charreau, Philippe; Julia, Marc; Verpeaux, Jean-Noel Journal of Organometallic Chemistry, 1989 , vol. 379, p. 201 - 210

Full Text: HTML

Citation Number: 28

Abstract

Abstract Various α-sulfonyl carbanions have been shown to react at low temperature with di- or tri-halogenolithiocarbenoïds, to give 1-mono-or 1, 1-di-halogenoalkenes. Bromocarbenoïds gave better results than their chloro-analogues. Reaction of di- bromolithiomethane with α-lithiated sulfones gives a high yield of vinylic bromides, the stereochemistry of which is cleanly E. Evidence is presented that the carbenoïd itself is ...

Related Articles:

CHBr3/TiCl4/Mg as an Unusual Nucleophilic CBr2 Carbenoid: Effective and Chemoselective Dibromomethylenation of Aldehydes and Ketones

[Bhorge, Yeshwant Ramchandra; Chang, Cheng-Ta; Chang, Su-Haur; Yan, Tu-Hsin European Journal of Organic Chemistry, 2012 , # 25 p. 4805 - 4810]

Studies towards the Total Synthesis of (–)??Caulerpenynol, a Toxic Sesquiterpenoid of the Green Seaweed Caulerpa taxifolia

[Commeiras, Laurent; Thibonnet, Jerome; Parrain, Jean-Luc European Journal of Organic Chemistry, 2009 , # 18 p. 2987 - 2997]

More Articles...