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Issue 46, 2012

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

Supplementary files

Article information


Submitted
24 Aug 2012
Accepted
10 Oct 2012
First published
11 Oct 2012

Org. Biomol. Chem., 2012,10, 9134-9136
Article type
Communication

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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