4.5 Article

Tandem Horner-Wadsworth-Emmons olefination/claisen rearrangement/hydrolysis sequence: Remarkable acceleration in water with microwave irradiation

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SYNTHESIS-STUTTGART
卷 -, 期 19, 页码 3193-3195

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2005-918452

关键词

tandem reactions; rearrangements; domino reactions; Wittig reactions; carboxylic acids

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A tandem three-step, one-pot method for the conversion of aldellydes into beta-substituted-2-oxohex-5-enoic acids 1 in good to excellent yield is described. The optimised sequence is carried out in water with microwave irradiation and involves sequential Horner-Wadsworth-Enitnons (HWE) olefination, Claisen rearrangeittent and ester hydrolysis. The outcome of this domino sequence can be controlled by the temperature of the process.

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