Synthesis of alkenes by the reaction of magnesium sulfone derivatives witharylsulfonylhydrazones of aldehydes

Citation
A. Kurek-tyrlik et al., Synthesis of alkenes by the reaction of magnesium sulfone derivatives witharylsulfonylhydrazones of aldehydes, SYNLETT, (4), 2000, pp. 547-549
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
4
Year of publication
2000
Pages
547 - 549
Database
ISI
SICI code
0936-5214(200004):4<547:SOABTR>2.0.ZU;2-V
Abstract
A new procedure for synthesis of alkenes starting from aldehydes and sulfon es is described. Aldehyde hydrazones 1 or 4 on treatment with magnesium der ivatives of representative phenyl alkyl sulfones or dialkyl sulfones afford the respective alkenylation products (2a-e and 5) in excellent yields. Rea ction of 1 or 4 with selected lithiathed sulfones was found sensitive to th e steric hindrance and tending to yield the respective Shapiro reaction pro ducts 3 and 6, predominantly.