Practical synthesis and reactivity of dendralene
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A convenient and high-yielding three-step synthesis of the simplest branched triene, 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 Diets-Alder reactivity of dendralene-including double cycloaddition sequences and catalytic enantio selective variant-are reported.
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Saglam, M.; Alborzi, A.; Payne, Alan; Willis, A.; Paddon-Row, M.; Sherburn, M. (2016)The first synthesis of all five possible monomethylated dendralenes has been achieved via two distinct synthetic strategies. The Diels-Alder chemistry of these new dendralenes (as multidienes) with an electron poor ...
Payne, Alan; Bojase, G.; Paddon-Row, M.; Sherburn, M. (2009)
Cross-Coupling for Cross-Conjugation: Practical Synthesis and Diels-Alder Reactions of DendralenesBradford, T.; Payne, Alan; Willis, A.; Paddon-Row, M.; Sherburn, M. (2007)