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Oxidative cleavage of p-methoxybenzyl ethers with methyl(trifluoromethyl)dioxirane

Oxidative cleavage of p-methoxybenzyl ethers with methyl(trifluoromethyl)dioxirane

Organic Letters 7(21): 4665-4667

[reaction: see text] The ability of methyl(trifluoromethyl)dioxirane to cleave p-methoxylbenzyl ethers oxidatively in the presence of various additional functional groups has been investigated. These reactions, performed in aqueous acetonitrile, transform a reasonably robust aryl substituent into a dienyl aldehydo ester. The originally generated E,Z-isomer undergoes slow conversion to the more stable E,E-form at 20 degrees C.

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Accession: 049837398

Download citation: RISBibTeXText

PMID: 16209505

DOI: 10.1021/ol051856h

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