Literature DB >> 22029403

Conjugate addition of 1,3-dicarbonyl compounds to maleimides using a chiral C2-symmetric bis(2-aminobenzimidazole) as recyclable organocatalyst.

Eduardo Gómez-Torres1, Diego A Alonso, Enrique Gómez-Bengoa, Carmen Nájera.   

Abstract

The recyclable chiral 2-aminobenzimidazole-derived organocatalyst 1f efficiently promotes the room temperature asymmetric conjugate addition of 1,3-diketones, β-ketoesters, and malonates to maleimide and N-substituted maleimides, affording the corresponding Michael adducts in excellent yields and enantioselectivities even at gram scale.

Entities:  

Year:  2011        PMID: 22029403     DOI: 10.1021/ol202599h

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


  4 in total

1.  Synthesis, anticholinesterase and antioxidant potentials of ketoesters derivatives of succinimides: a possible role in the management of Alzheimer's.

Authors:  Abdul Sadiq; Fawad Mahmood; Farhat Ullah; Muhammad Ayaz; Sajjad Ahmad; Faizan Ul Haq; Ghazan Khan; Muhammad Saeed Jan
Journal:  Chem Cent J       Date:  2015-05-26       Impact factor: 4.215

2.  Readily Available Chiral Benzimidazoles-Derived Guanidines as Organocatalysts in the Asymmetric α-Amination of 1,3-Dicarbonyl Compounds.

Authors:  Llorenç Benavent; Francesco Puccetti; Alejandro Baeza; Melania Gómez-Martínez
Journal:  Molecules       Date:  2017-08-11       Impact factor: 4.411

3.  Chiral 2-Aminobenzimidazole as Bifunctional Catalyst in the Asymmetric Electrophilic Amination of Unprotected 3-Substituted Oxindoles.

Authors:  Llorenç Benavent; Alejandro Baeza; Megan Freckleton
Journal:  Molecules       Date:  2018-06-06       Impact factor: 4.411

4.  Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study.

Authors:  Zahraa S Al-Taie; Simon R Anetts; Jeppe Christensen; Simon J Coles; Peter N Horton; Daniel M Evans; Leigh F Jones; Frank F J de Kleijne; Shaun M Ledbetter; Yassin T H Mehdar; Patrick J Murphy; Jack A Wilson
Journal:  RSC Adv       Date:  2020-06-11       Impact factor: 4.036

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.