1956
DOI: 10.1021/ja01591a063
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The Isomerization by Base of Alkyl Allyl Sulfides to Alkyl Propenyl Sulfides. The Mechanism of the Reaction1

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Cited by 52 publications
(14 citation statements)
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“…Mixed divinyl nitroalkyl orthoacetates, prepared by the acid-catalyzed reaction of ketene divinyl acetal with nitroalkanols, are converted to nitro alkyl acetates by hydrolysis (105,236,278).…”
Section: A Synthetic and Other Applications Of Ortho Ester Hydrolysesmentioning
confidence: 99%
See 1 more Smart Citation
“…Mixed divinyl nitroalkyl orthoacetates, prepared by the acid-catalyzed reaction of ketene divinyl acetal with nitroalkanols, are converted to nitro alkyl acetates by hydrolysis (105,236,278).…”
Section: A Synthetic and Other Applications Of Ortho Ester Hydrolysesmentioning
confidence: 99%
“…Hydrolysis of tetraethyl orthocarbonate in heavy water has been used as a convenient synthesis of C 2 H 5 OD (236,278).…”
Section: A Synthetic and Other Applications Of Ortho Ester Hydrolysesmentioning
confidence: 99%
“…Durch Umsetzung von Allylbromid (XXI) mit 8-Mercapto-acrylester-Na-Salz wurde die Verbindung XXII erhalten, welche im 1R.-Spektrurn die fur endstandige Vinylgruppen charakteristischen Banden bei 990 und 930 cm-1 aufweist. Die durch Verseifung der Estergruppe erhaltenc Saure liess sich durch Behandlung mit Kalium-t-butylat in Dimethylsulfoxid zu XXIII isomerisieren [7], das im 1R.-Spektrum die fur trans-Athylenverbindungen typische Bande bei 950 cm-1 besitzt. Auch die NMR.-Spektren der Verbindungen XXIII und XXIV sind rnit den angenommenen Strukturen in Ubereinstimmung.…”
Section: XVIunclassified
“…The infrequency with which allyl and benzyl groups inigrate from sulphur to carboil 111,~y be due t o d-orbital resonance diininishillg the charge on the potential inigration terillinus (cf. the effect of sulphur on the stability of anions (20,21,24)). Siinilar reasoils have been put forward t o account for the failure of thiophcnol acetate t o undergo the Fries rearrangement (26).…”
Section: B4vin: Aliphatic Chemistry Of Fluorenementioning
confidence: 99%