A formal [3 + 3] cycloaddition reaction. Improved reactivity using alpha,beta-unsaturated iminium salts and evidence for reversibility of 6pi-electron electrocyclic ring closure of 1-oxatrienes

A detailed account regarding a formal [3 + 3] cycloaddition method using 4-hydroxy-2-pyrones and 1,3-diketones is described here. This formal cycloaddition reaction or annulation reaction is synthetically useful for constructing 2H-pyranyl heterocycles. The usage of alpha,beta-unsaturated iminium sa...

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Veröffentlicht in:	Journal of organic chemistry 2003-03, Vol.68 (5), p.1729-1735
Hauptverfasser:	Shen, Hong C, Wang, Jiashi, Cole, Kevin P, McLaughlin, Michael J, Morgan, Christopher D, Douglas, Christopher J, Hsung, Richard P, Coverdale, Heather A, Gerasyuto, Aleksey I, Hahn, Juliet M, Liu, Jia, Sklenicka, Heather M, Wei, Lin-Li, Zehnder, Luke R, Zificsak, Craig A
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Catalysis Chemistry, Organic - methods Crystallography, X-Ray Cyclization Imines - chemistry Indicators and Reagents Ketones - chemistry Magnetic Resonance Spectroscopy Molecular Structure Oxidation-Reduction Pyrans - chemical synthesis Pyrones - chemistry Salts - chemical synthesis Stereoisomerism
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