Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: Iv. Détermination Des Configurations Des Deux Diméthyl-5,5 Cyclohexanediols-1,3

Favre, H.; Richer, J-C.

doi:10.1139/v59-054

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1959

1971

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Cited by 3 publications

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“…Nous telltons actuellement de d6montrer jusqu'oh peut aller cette d6formation de conformation dont le stade ultime serait une forme cyclohexanique bateau (voir le IIIe mCmoire de cette s6rie (10)). (8,12). 80ptiqzre LiF.…”

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Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: V. Réductions Catalytique Et Chimique De La Triméthyl-1,8,8 Bicyclo[3,2,1]octanedione-2,4

Favre¹,

Richer²

1959

Can. J. Chem.

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Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: V. Réductions Catalytique Et Chimique De La Triméthyl-1,8,8 Bicyclo[3,2,1]octanedione-2,4

Favre¹,

Richer²

1959

Can. J. Chem.

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Carboxoniumverbindungen in der Kohlenhydratchemie, XII. Darstellung von Acyloxonium‐Salzen von 1.2‐Diolen und 1.3‐Diolen

Paulsen

Behre

1971

Chem. Ber.

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1 Eine einfache Darstellung von I .3-Dioxolan-ylium-(2)-SbCl~-und 1.3-Dioxan-ylium-(2)-SbCl6-SalZeJl ist durch Einwirkung von SbCIS auf 1.2-bzw. 1.3-Diolester moglich. Von cyclischen 1.2-und I .3-Diolestern der Cyclopentan-und Cyclohexanreihe reagieren nur die trans-Verbindungen, da die SbCI~-katalysierte Saure-Anion-Ablosung der Nachbargruppenunterstiitzung bedarf. cis-Verbindungen liefern mit SbCIs Addukte. I n fliissigem H F reagieren von den cyclischen 1.2-Diolestern umgekehrt nur die cis-Verbindungen zu Acyloxonium-Verbindungen. Tetra-O-acetyl-(l.2/3.4)-cyclopentantetraol (30) bildet in fliissigem H F ein Dikation 31. Carboxonium Compounds in Carbohydrate Chemistry, XI1 Synthesis of Acyloxonium Salts of 1 .Z-Diols and 1.3-DiolsThe reaction of SbCIs with 1.2-or 1.3-diol esters serves as a simple method for the preparation of 1 .3-dioxolan-2-ylium-SbC16and 1.3-dioxan-2-ylium-SbCl~ salts, respectively. From cyclic 1.2-and 1.3-diol esters of the cyclopentane and cyclohexane series reaction is found for the trans-compounds only, since the SbCIpxtalyzed carboxylate ion abstraction proceeds by way of neighboring group participation. cis-Compounds form SbCIS adducts. Contrarily, in liquid hydrogen fluoride only the cis-compounds of cyclic 1.2-diol esters undergoe reaction to form acyloxonium compounds. Tetra-O-acetyl-(l.2/3.4)-cyclopentanetetraol (30) forms the dication 31 in liquid hydrogen fluoride.

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Hindered rotation through intramolecular hydrogen-bonding: Opening statements on dimedone-aldehyde adducts

Forsén¹,

Frankle

Laszlo

et al. 1969

Journal of Magnetic Resonance (1969)

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Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: Iv. Détermination Des Configurations Des Deux Diméthyl-5,5 Cyclohexanediols-1,3

Abstract: not available

Cited by 3 publications

References 17 publications

Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: V. Réductions Catalytique Et Chimique De La Triméthyl-1,8,8 Bicyclo[3,2,1]octanedione-2,4

Dérivés Du Triméthyl-1,8,8 Bicyclo[3,2,1]octane: V. Réductions Catalytique Et Chimique De La Triméthyl-1,8,8 Bicyclo[3,2,1]octanedione-2,4

Carboxoniumverbindungen in der Kohlenhydratchemie, XII. Darstellung von Acyloxonium‐Salzen von 1.2‐Diolen und 1.3‐Diolen

Hindered rotation through intramolecular hydrogen-bonding: Opening statements on dimedone-aldehyde adducts

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