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Furuno H, Hanamoto T, Sugimoto Y, et al. Remarkably high asymmetric amplification in the chiral lanthanide complex-catalyzed hetero-Diels-Alder reaction: first example of the nonlinear effect in ML3 system. Org Lett. 2000;2(1):49-52doi: 10.1021/ol991189q.
Furuno, H., Hanamoto, T., Sugimoto, Y., & Inanaga, J. (2000). Remarkably high asymmetric amplification in the chiral lanthanide complex-catalyzed hetero-Diels-Alder reaction: first example of the nonlinear effect in ML3 system. Organic letters, 2(1), 49-52. https://doi.org/10.1021/ol991189q
Furuno, et al. "Remarkably high asymmetric amplification in the chiral lanthanide complex-catalyzed hetero-Diels-Alder reaction: first example of the nonlinear effect in ML3 system." Organic letters vol. 2,1 (2000): 49-52. doi: https://doi.org/10.1021/ol991189q
Furuno H, Hanamoto T, Sugimoto Y, Inanaga J. Remarkably high asymmetric amplification in the chiral lanthanide complex-catalyzed hetero-Diels-Alder reaction: first example of the nonlinear effect in ML3 system. Org Lett. 2000 Jan;2(1):49-52. doi: 10.1021/ol991189q. PMID: 10814243.
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Org Lett. 2000 Jan;2(1):49-52. doi: 10.1021/ol991189q.

Remarkably high asymmetric amplification in the chiral lanthanide complex-catalyzed hetero-Diels-Alder reaction: first example of the nonlinear effect in ML3 system.

Organic letters

Furuno, Hanamoto, Sugimoto, Inanaga

Affiliations

  1. Institute for Fundamental Research of Organic Chemistry, Kyushu University, Fukuoka, Japan.

PMID: 10814243 DOI: 10.1021/ol991189q

Abstract

[reaction: see text] A remarkably high asymmetric amplification was realized in the Yb[(R)-BNP]3-catalyzed hetero-Diels-Alder reaction as the first example in the metal/chiral ligand 1:3 system. The mechanism may be explained by the autogenetic formation of the enantiopure complex as the most active catalyst. The enantiomer-discriminative formation of homochiral ML3 complexes is quite general within the lanthanide metal ions with similar ionic radii to that of the ytterbium ion.

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