Bifunctional N‐Heterocylic Carbene‐Catalyzed Highly Enantioselective Trans‐Cyclopentannulation of Enals and Enones via Homoenolate - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue ChemCatChem Année : 2021

Bifunctional N‐Heterocylic Carbene‐Catalyzed Highly Enantioselective Trans‐Cyclopentannulation of Enals and Enones via Homoenolate

Résumé

An efficient and flexible synthesis of a new class of chiral bifunctional NHC catalyst has been reported. These new imidazolylidene NHCs, bearing a (thio)urea function as a hydrogen bond donor promoted efficiently highly diastereoselective trans-cyclopentannulation of enals and enones in moderate to good yields (up to 69 % yield) along with excellent enantioselectivity (up to 96 % ee). This methodology could be applied to a large variety of substrates (30 examples).
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Dates et versions

hal-03303929 , version 1 (28-07-2021)

Identifiants

Citer

Zhiwei Jiang, Martial Toffano, Giang Vo‐thanh, Chloée Bournaud. Bifunctional N‐Heterocylic Carbene‐Catalyzed Highly Enantioselective Trans‐Cyclopentannulation of Enals and Enones via Homoenolate. ChemCatChem, 2021, 13 (2), pp.712-717. ⟨10.1002/cctc.202001513⟩. ⟨hal-03303929⟩
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