Direct Polynitroaliphatic Alcohol Addition to Alkenes. 1. Synthesis of New 2-Fluoro-2,2-dinitroethyl Acetals and Ethers

Direct Polynitroaliphatic Alcohol Addition to Alkenes. 1. Synthesis of New 2-Fluoro-2,2-dinitroethyl Acetals and Ethers

This paper reports the first direct, one-step addition of FDNEOH to certain unsaturated hydrocarbons to form new 2-fluoro-2,2-dinitroethoxy acetal and ether compounds in high yield. These nonaqueous mercury salt catalyzed Markovnikov additions with FDNEOH are achieved under the mild, neutral reactio...

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Bibliographische Detailangaben
Hauptverfasser: Cochoy, Robert E, McGuire, Raymond R, Shackelford, Scott A
Format: Report
Sprache:eng
Schlagworte:
ADDITION
ALKENES
ETHERS
HIGH RATE
NEUTRAL
Physical Chemistry
REPRINTS
RESPONSE
SYNTHESIS
UNSATURATED HYDROCARBONS
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Zusammenfassung:This paper reports the first direct, one-step addition of FDNEOH to certain unsaturated hydrocarbons to form new 2-fluoro-2,2-dinitroethoxy acetal and ether compounds in high yield. These nonaqueous mercury salt catalyzed Markovnikov additions with FDNEOH are achieved under the mild, neutral reaction conditions. The scope and limitations of this new polynitroaliphatic reaction as a complementary alternative to other polynitroaliphatic syntheses are discussed. Pub. in Jnl. of Organic Chemistry, p1401-1406, 16 Feb 1990.