4.5 Article

Cationic Carbenoid Rearrangement of 2-Phenyl Substituted gem-Dihalogenospiropentanes

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 21, Pages 4145-4150

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000427

Keywords

Carbenoids; Carbocations; Rearrangement; Spiro compounds

Funding

  1. Russian Foundation for Basic Research [09-03-00717-a]

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The series of 2-phenyl- and 2,2-diphenyl gem-dihalogenospiropentanes were employed as model compounds to study the carbenoid rearrangement with the use of methyllithium. The scope and limitations of this skeletal rearrangement are outlined and its mechanism is discussed.

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