Search for ideal sulfinyl dienophile and dipolarophile

Ruano, José Luis Garcı́a; Castro, Ana M. Martı́n; Ramos, Jesús H. Rodrı́guez

doi:10.1002/hc.10066

Cited by 7 publications

(2 citation statements)

References 49 publications

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“…The subject has been extensively covered in different reviews. 6,79,80,81 Some new and remarkable results will be presented in this paragraph. The stereochemical and mechanistic models used to predict the outcome of the asymmetric Diels-Alder reactions of vinyl sulfoxides have been revised in view of the results obtained in thermal and Lewis acid catalysed cycloadditions of ester-substituted vinylic sulfoxides.…”

Section: [4+2]-cycloadditionsmentioning

confidence: 89%

Recent developments in chiral non-racemic sulfinyl group chemistry in asymmetric synthesis

Hanquet¹,

Colobert²,

Lanners³

et al. 2003

Arkivoc

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Chiral sulfinyl groups have been widely used in organic synthesis as a stereo-and enantiodirecting functionality and the high efficiency of the selectivity has received much attention in recent years. In this review we wish to cover the work published in the literature since 1996. The participation of a chiral sulfinyl function in a wide range of reactions as well as the application of these methodologies to the synthesis of natural products are reported.

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Section: [4+2]-cycloadditionsmentioning

confidence: 89%

Recent developments in chiral non-racemic sulfinyl group chemistry in asymmetric synthesis

Hanquet¹,

Colobert²,

Lanners³

et al. 2003

Arkivoc

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“…Formation of a mixture of adducts is explained by the existence of s-cis and s-trans conformations of the vinyl sulfoxides. 18 For each mixture, the four isomers were separated, except for compounds 7a and 7b, by column chromatography and fully characterized (see structural analysis).…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Fluoroalkyl Vinyl Sulfoxides and their Use in Diels-Alder Reactions

Moïse¹,

Goumont²,

Magnier³

et al. 2004

Synthesis

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Condensation of various dienes with fluoroalkyl vinyl sulfoxides was studied. Four diastereoisomers were obtained in the case of cyclopentadiene and their structures were assigned by 2D NMR experiments. Diels-Alder cycloaddition occurred with cyclohexadiene, in comparison to phenyl vinyl sulfoxide, without thermal extrusion of fluoroalkylsulfenic acid. Condensation with anthracene led to a mixture of compounds 11 and 12.

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[3 + 2] Dipolar Cycloadditions of Cyclic Nitrones with Alkenes

et al. 2017

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The chapter describes the 1,3‐dipolar cycloadditions of cyclic nitrones with alkenes and surveys the literature from 1985 to 2014. In addition to comprehensive coverage of the cycloadditions reactions, which are presented in tables with experimental details, the introductory chapter describes methods for synthesizing cyclic nitrones, discusses mechanistic aspects of the cycloadditions and their scope, and furnishes selected examples of applications in the context of natural product synthesis.

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Search for ideal sulfinyl dienophile and dipolarophile

Cited by 7 publications

References 49 publications

Recent developments in chiral non-racemic sulfinyl group chemistry in asymmetric synthesis

Recent developments in chiral non-racemic sulfinyl group chemistry in asymmetric synthesis

Synthesis of Fluoroalkyl Vinyl Sulfoxides and their Use in Diels-Alder Reactions

[3 + 2] Dipolar Cycloadditions of Cyclic Nitrones with Alkenes

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