4.8 Article

Organocatalytic enantioselective Diels-Alder reaction of dienes with α-(N,N-diacylamino)acroleins

Journal

ORGANIC LETTERS
Volume 10, Issue 13, Pages 2893-2896

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol8011277

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Funding

  1. Grants-in-Aid for Scientific Research [20245022] Funding Source: KAKEN

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Catalytic and highly enantioselective Diels-Alder reaction of cyclic and acyclic dienes with alpha-phthalimidoacroleins provides cyclic alpha-quaternary alpha-amino acid precursors. The conformationally flexible chiral ammonium salt of H-L-Phe-L-Leu-N(CH2CH2)(2)-reduced triamine with pentafluorobenzensulfonic acid is very effective as an asymmetric catalyst for the Diels-Alder reaction.

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