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Issue 46, 2012
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Enantio- and periselective nitroalkene Diels–Alder reaction

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Abstract

The periselective Diels–Alder reaction of 5-substituted pentamethylcyclopentadienes and nitroethylene has been realized by helical–chiral hydrogen bond donor catalysts. To our knowledge, this represents the first asymmetric catalytic nitroalkene Diels–Alder reaction via activation of nitroalkene, and thus establishes its proof-of-principle.

Graphical abstract: Enantio- and periselective nitroalkene Diels–Alder reaction

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Publication details

The article was received on 24 Aug 2012, accepted on 10 Oct 2012 and first published on 11 Oct 2012


Article type: Communication
DOI: 10.1039/C2OB26674A
Citation: Org. Biomol. Chem., 2012,10, 9134-9136
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    Enantio- and periselective nitroalkene Diels–Alder reaction

    M. J. Narcis, D. J. Sprague, B. Captain and N. Takenaka, Org. Biomol. Chem., 2012, 10, 9134
    DOI: 10.1039/C2OB26674A

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