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Start Over Author "Monique Lüthy" Journal chemistry (weinheim an der bergstrasse, germany)
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1. Synthesis of unusual oxime ethers by reaction of tetranitromethane with B-alkylcatecholboranes

Author

Kurt Schenk, Monique Lüthy, and Philippe Renaud

Subjects
Molecular Structure, Radical, Organic Chemistry, Catechols, Stereoisomerism, General Chemistry, Tetranitromethane, Oxime, Medicinal chemistry, Catalysis, Hydroboration, chemistry.chemical_compound, Nucleophile, chemistry, Nitration, Oximes, Nitro, Organic chemistry, Boranes, Catecholborane, Ethers
Abstract

The reaction of tetranitromethane with B-alkylcatecholboranes leads to the formation of unusual dinitrooxime ethers. A tentative mechanism is provided, which suggests the involvement of extremely fast addition of alkyl radicals to tetranitromethane. The substitution of one of the nitro groups in the oxime ethers by nucleophiles (such as secondary amines, halogens and styrene) and by radicals generated from B-alkylcatecholboranes is reported.

Published
2010

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