Practical Synthesis and Reactivity of [3]Dendralene

Date

2010

Authors

Bradford, Tanya
Payne, Alan
Willis, Anthony
Paddon-Row, Michael
Sherburn, Michael

Journal Title

Journal ISSN

Volume Title

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.

Description

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

Citation

Source

Journal of Organic Chemistry

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

Restricted until

2037-12-31