Enoltriflatpyranosen, vielseitige Reagentien zum Aufbau konjugierter Systeme in Pyranosen

Al‐Abed, Yousef; Al‐Tel, Taleb H.; Schröder, Christoph; Voelter, Wolfgang

doi:10.1002/ange.19941061427

Cited by 6 publications

(1 citation statement)

References 33 publications

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“… 5 – 8 Previously reported fluorescent temperature responsive systems have been mainly based on twisted intramolecular charge-transfer (TICT) fluorophores, 9 cyclodextrin-based phosphorescent compounds, 10 spin crossover complexes, 11 quantum dots, 12 quasi-reversible photodissociation, 13 and lanthanide complexes. 14 However, these fluorescent thermally responsive materials could only emit single photon fluorescence. Two-photon fluorescence has been applied in luminescent imaging techniques due to its unique advantages, including low photodamage to the samples, weak background fluorescence, and high spatial resolution.…”

Section: Introductionmentioning

confidence: 99%

Two-photon fluorescent polysiloxane-based films with thermally responsive self switching properties achieved by a unique reversible spirocyclization mechanism

et al. 2018

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Section: Introductionmentioning

confidence: 99%

Two-photon fluorescent polysiloxane-based films with thermally responsive self switching properties achieved by a unique reversible spirocyclization mechanism

et al. 2018

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Pyridinium‐Ionen in Nachbarschaft zu Oxiranringen: nützliche Zwischenstufen zur stereospezifischen Synthese von β‐Hydroxyketonen

et al. 1996

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α,β‐Epoxytriflate wie das Epoxytriflatpyranosid 1 lassen sich in einer Eintopfreaktion nach Umsetzung mil Pyridin unter Öffnung des Epoxyrings zu N‐Vinylpyridiniumderivaten (z.B. 2) umlagern, welche nach Reduktion mit NaBH4 und saurer Hydrolyse β‐Hydroxyketone liefern. Mit dem allgemein anwendbaren Verfahren lassen sich z.B. leicht zugängliche Epoxypyranosen in hoher Ausbeute in Desoxyketozucker wie 3 überführen.

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Pyridinium Ions Adjacent to Oxirane Rings: Useful Intermediates for the Stereospecific Synthesis of β‐Hydroxy Ketones

Al‐Abed

Naz

Khan

et al. 1996

Angew. Chem. Int. Ed. Engl.

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α,β‐Epoxytriflates like epoxytriflate pyranoside 1 undergo rearrangement in a one‐pot reaction after treatment with pyridine. The epoxy ring is opened giving N‐vinylpyridinium derivatives such as 2, which can be reduced with NaBH4 and hydrolyzed under acidic conditions to give β‐hydroxy ketones. This generally applicable procedure can be used to convert easily accessible epoxypyranoses into deoxyketo sugars like 3 in high yields.

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Enoltriflatpyranosen, vielseitige Reagentien zum Aufbau konjugierter Systeme in Pyranosen

Abstract: In zwei Schritten und 85% Ausbeute wurde die Enoltriflatpyranose 1 synthetisiert, die sich als hervorragend geeignet zur Synthese von Pyranosen mit konjugierten Elementen erwies.

Cited by 6 publications

References 33 publications

Two-photon fluorescent polysiloxane-based films with thermally responsive self switching properties achieved by a unique reversible spirocyclization mechanism

Two-photon fluorescent polysiloxane-based films with thermally responsive self switching properties achieved by a unique reversible spirocyclization mechanism

Pyridinium‐Ionen in Nachbarschaft zu Oxiranringen: nützliche Zwischenstufen zur stereospezifischen Synthese von β‐Hydroxyketonen

Pyridinium Ions Adjacent to Oxirane Rings: Useful Intermediates for the Stereospecific Synthesis of β‐Hydroxy Ketones

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