Literature DB >> 23075268

Enantioselective formation of substituted 3,4-dihydrocoumarins by a multicatalytic one-pot process.

Christian Borch Jacobsen1, Łukasz Albrecht, Jonas Udmark, Karl Anker Jørgensen.   

Abstract

The formation of optically active 3,4-dihydrocoumarins is presented by merging aminocatalysis with an N-heterocyclic carbene-catalyzed internal redox reaction. The products are formed in good to excellent yields and in general with excellent enantioselectivities. Moreover, the developed procedure demonstrates the potential of enantioselective, multicatalytic sequences. By employing an enantiopure aminocatalyst in the enantiodifferentiating step, the challenges related to achieving high stereoinductions by deployment of optically active NHC-catalysts can be circumvented.

Entities:  

Year:  2012        PMID: 23075268     DOI: 10.1021/ol302627u

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


  3 in total

1.  A Cooperative N-Heterocyclic Carbene/Palladium Catalysis System.

Authors:  Kun Liu; M Todd Hovey; Karl A Scheidt
Journal:  Chem Sci       Date:  2014-10-01       Impact factor: 9.825

2.  N-Heterocyclic carbene-catalyzed enantioselective annulations: a dual activation strategy for a formal [4+2] addition for dihydrocoumarins.

Authors:  Anna Lee; Karl A Scheidt
Journal:  Chem Commun (Camb)       Date:  2015-02-25       Impact factor: 6.222

3.  SNAr-Derived Decomposition By-products Involving Pentafluorophenyl Triazolium Carbenes.

Authors:  Xiaodan Zhao; Garrett S Glover; Kevin M Oberg; Derek M Dalton; Tomislav Rovis
Journal:  Synlett       Date:  2013-06-17       Impact factor: 2.454

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.