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Cross-trienamines in asymmetric organocatalysis.


ABSTRACT: Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and γ'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.

SUBMITTER: Halskov KS 

PROVIDER: S-EPMC3557926 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

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Cross-trienamines in asymmetric organocatalysis.

Halskov Kim Søholm KS   Johansen Tore Kiilerich TK   Davis Rebecca L RL   Steurer Marianne M   Jensen Frank F   Jørgensen Karl Anker KA  

Journal of the American Chemical Society 20120730 31


Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and γ'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis. ...[more]

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