Literature DB >> 18481866

Camphor sulfonyl hydrazines (CaSH) as organocatalysts in enantioselective Diels-Alder reactions.

Hao He1, Bao-Jian Pei, Ho-Hsuan Chou, Tian Tian, Wing-Hong Chan, Albert W M Lee.   

Abstract

Cyclic sulfonyl hydrazine was demonstrated for the first time as a new functionality for organocatalysis. A series of six-membered cyclic hydrazines derived from camphor sulfonic acid were synthesized. With trichloroacetic acid as cocatalyst, they are efficient organocatalysts for enantioselective Diels-Alder reactions with good chemical yields and up to 96% ee. The reactions took place in brine at 0 degrees C to room temperature.

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Year:  2008        PMID: 18481866     DOI: 10.1021/ol8005826

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Combining iminium and supramolecular catalysis for the [4 + 2] cycloaddition of E-cinnamaldehydes.

Authors:  Kendra K Shrestha; Michael A Hilyard; Indunil Alahakoon; Michael C Young
Journal:  Org Biomol Chem       Date:  2022-08-24       Impact factor: 3.890

2.  A multi-substrate screening approach for the identification of a broadly applicable Diels-Alder catalyst.

Authors:  Hyejin Kim; Gabriela Gerosa; Jonas Aronow; Pinar Kasaplar; Jie Ouyang; Julia B Lingnau; Paul Guerry; Christophe Farès; Benjamin List
Journal:  Nat Commun       Date:  2019-02-15       Impact factor: 14.919

3.  Stereodivergent Synthesis of Camphor-Derived Diamines and Their Application as Thiourea Organocatalysts.

Authors:  Sebastijan Ričko; Franc Požgan; Bogdan Štefane; Jurij Svete; Amalija Golobič; Uroš Grošelj
Journal:  Molecules       Date:  2020-06-29       Impact factor: 4.411

4.  Carbocation catalysis in confined space: activation of trityl chloride inside the hexameric resorcinarene capsule.

Authors:  Margherita De Rosa; Stefania Gambaro; Annunziata Soriente; Paolo Della Sala; Veronica Iuliano; Carmen Talotta; Carmine Gaeta; Antonio Rescifina; Placido Neri
Journal:  Chem Sci       Date:  2022-07-07       Impact factor: 9.969

  4 in total

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