Practical Synthesis and Reactivity of [3]Dendralene
Date
2010
Authors
Bradford, Tanya
Payne, Alan
Willis, Anthony
Paddon-Row, Michael
Sherburn, Michael
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Publisher
American Chemical Society
Abstract
(Chemical Equation Presented) Aconvenient and high-yielding three-step synthesis of the simplest branched triene, [3]dendralene, has been devised. The synthesis is robust and operationally simple, requiring no chromatography and involving no protecting groups or specialized equipment, allowing the synthesis of the volatile hydrocarbon in pure, solvent free form on a multigram scale. The stability, dimerization when stored neat, and Diels-Alder reactivity of [3]dendralene - including double cycloaddition sequences and catalytic enantioselective variant - are reported.
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Keywords
Keywords: Chemical equations; Diels-Alder; Enantioselective; Protecting group; Solvent free; Specialized equipment; Three-step synthesis; Volatile hydrocarbons; Chromatographic analysis; Hydrocarbons; Chemical reactions; [3]dendralene; alkene derivative; hydrocarbo
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Source
Journal of Organic Chemistry
Type
Journal article
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2037-12-31
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