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Synthesis, structure and comparative stability of β-hydrazono, oximino methyl ether and imino boronates

…, HE Sailes, JP Watts, A Whiting

文献索引:Mears, Richard J.; Sailes, Heien E.; Watts, John P.; Whiting, Andrew Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 19 p. 3250 - 3263

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被引用次数: 23

摘要

β-Hydrazono and oximino ether boronates have been prepared by the sequential lithiation of the corresponding methyl hydrazone or oxime methyl ether, followed by reaction with an iodomethylboronate ester, typically in the form of the pinacol ester. The resulting products have contrasting hydrolytic stabilities. β-Hydrazono boronates are highly sensitive to intramolecularly catalysed hydrolysis, providing the corresponding β-keto boronates in ...