Literature DB >> 26014054

Recent advances in employing homoenolates generated by N-heterocyclic carbene (NHC) catalysis in carbon-carbon bond-forming reactions.

Rajeev S Menon1, Akkattu T Biju, Vijay Nair.   

Abstract

The use of NHCs for generating homoenolate species has gained widespread popularity in recent years. A number of highly stereoselective processes of NHC-homoenolates have emerged. Homoenolate reactions have also been employed as key steps in the total synthesis of a number of natural products. The use of compatible co-catalysts, improved NHC-catalyst design and the use of novel precursors for homoenolate generation are among the major developments in this area that were disclosed recently. This tutorial review organises and presents the advancements in this rapidly growing area of catalysis and in the process updates a previous account published in 2011 in this journal.

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Year:  2015        PMID: 26014054     DOI: 10.1039/c5cs00162e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  24 in total

1.  Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones.

Authors:  Ansoo Lee; Joshua L Zhu; Taisiia Feoktistova; Alexander C Brueckner; Paul H-Y Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

Review 2.  Direct Asymmetric Alkylation of Ketones: Still Unconquered.

Authors:  Rafael Cano; Armen Zakarian; Gerard P McGlacken
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-27       Impact factor: 15.336

3.  A Cooperative Ternary Catalysis System for Asymmetric Lactonizations of α-Ketoesters.

Authors:  Kathleen J R Murauski; Daniel M Walden; Paul Ha-Yeon Cheong; Karl A Scheidt
Journal:  Adv Synth Catal       Date:  2017-08-14       Impact factor: 5.837

4.  Reductive Arylation of Arylidene Malonates Using Photoredox Catalysis.

Authors:  Rick C Betori; Karl A Scheidt
Journal:  ACS Catal       Date:  2019-10-17       Impact factor: 13.700

5.  Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates.

Authors:  Roger Machín Rivera; Nikolas R Burton; Luke D Call; Marshall A Tomat; Vincent N G Lindsay
Journal:  Org Lett       Date:  2022-06-03       Impact factor: 6.072

6.  Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals.

Authors:  Nicholas A White; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2015-08-10       Impact factor: 15.419

7.  Reaction of chloroauric acid with histidine in microdroplets yields a catalytic Au-(His)2 complex.

Authors:  Kai Luo; Jia Li; Yufei Cao; Chengyuan Liu; Jun Ge; Hao Chen; Richard N Zare
Journal:  Chem Sci       Date:  2020-01-31       Impact factor: 9.825

8.  Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael-Henry cascade reactions.

Authors:  Yonglei Du; Jian Li; Kerong Chen; Chenglin Wu; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2017-07-07       Impact factor: 2.883

Review 9.  Recent advances in N-heterocyclic carbene-based radical catalysis.

Authors:  Takuya Ishii; Kazunori Nagao; Hirohisa Ohmiya
Journal:  Chem Sci       Date:  2020-05-11       Impact factor: 9.825

10.  Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.

Authors:  Darrin M Flanigan; Tomislav Rovis
Journal:  Chem Sci       Date:  2017-08-03       Impact factor: 9.825

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