Oxazolium-Derived Azomethine Ylides. External Oxazole Activation and Internal Dipole Trapping in the Synthesis of an Aziridinomitosene

Intermolecular alkylation of the aziridinyl oxazole 20 using PhSO2CH2CH2OTf is possible despite the presence of potentially nucleophilic aziridine nitrogen. The resulting oxazolium salt 22 reacts with BnNMe3(+)CN(−) to produce the azomethine ylide 24b via electrocyclic ring opening of an oxazoline 2...

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Veröffentlicht in:	Journal of organic chemistry 2000-09, Vol.65 (18), p.5498-5505
Hauptverfasser:	Vedejs, Edwin, Piotrowski, David W, Tucci, Fabio C
Format:	Artikel
Sprache:	eng
Schlagworte:	Aziridines - chemical synthesis Aziridines - chemistry Magnetic Resonance Spectroscopy Oxazoles - chemistry Spectrophotometry, Infrared
Online-Zugang:	Volltext
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