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ChemInform Abstract: Arylation of [6,6]-Spiroacetal Enol Ethers: Reactivity and Rearrangement.

✍ Scribed by Kylee M. Aumann; Peter C. Healy; Mark J. Coster

Publisher: John Wiley and Sons
Year: 2011
Weight: 37 KB
Volume: 42
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.201124132

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Arylation of [6,6]-spiroacetal enol ethe

Arylation of [6,6]-spiroacetal enol ethers: reactivity and rearrangement

✍ Kylee M. Aumann; Peter C. Healy; Mark J. Coster 📂 Article 📅 2011 🏛 Elsevier Science 🌐 French ⚖ 674 KB

Attempts to selectively arylate [6,6]-spiroacetal enol ethers at the 2-position delivered unexpected results. Palladium-mediated arylation conditions afforded the double-Heck product, whereas reaction with benzenesulfinic acid resulted in a facile rearrangement into the corresponding 5-phenylsulfony

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ChemInform Abstract: Highly Stereoselective Syntheses of Spiroacetal Enol Ethers, (E)- and (Z)- Methoxycarbonylmethylene-1,6-dioxaspiro[4.5]decanes.

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Highly stereoselective syntheses of spir

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E)-and (Z)-2-methoxyca\_rbonylmethylene-l,6-dioxaspiro[4.5]decanes have been synthesized from an aeydie keto alcohol possessing an alkynoate past via intr, maoleculat conjugate addition. Unde~ thermodynamically controlled conditions using t-BuOK in THF, the (E)-isomer could be obtained in 52:1 ratio

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Reactivity of 3,6-dimethoxy-3,6-dimethylcyclohexa-1,4-diene (Part 3). Regioselective α-arylation of ketones via their silyl enol ethers

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Abstmct: The reaction of 3,6-dimethary-3,6-dimethylcyclohea-l.4diene (I) with an ewess of dt@wtt silyl en01 ethers derived from ketones in the presence of zinc dichloride kads to the corresponding ketones regioselectively arylated at the (I position.

ChemInform Abstract: Pd-Catalyzed Arylat

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ChemInform Abstract: Highly cis- or trans-Selective Oxygen to Carbon Rearrangements of Anomerically Linked 6-Substituted Tetrahydropyranyl Enol Ethers.

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