Literature DB >> 20848039

Organocatalytic strategies for the asymmetric functionalization of indoles.

Giuseppe Bartoli1, Giorgio Bencivenni, Renato Dalpozzo.   

Abstract

The desire for new synthetic methodologies for the rapid construction of enantiomerically pure substituted indole has been a fruitful driving force for chemical research in the last few years. This research line has produced a stunning array of enantioselective technologies either metal or organocatalyzed. This critical review documents the development of organocatalytic indole alkylation strategies, until the end of 2009 (127 references).

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Year:  2010        PMID: 20848039     DOI: 10.1039/b923063g

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


  32 in total

Review 1.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

2.  Palladium-catalyzed C3-benzylation of indoles.

Authors:  Ye Zhu; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2011-12-09       Impact factor: 15.419

3.  An intramolecular cascade cyclization of 2-aryl indoles: efficient methods for the construction of 2,3-functionalized indolines and 3-indolinones.

Authors:  Arun K Ghosh; Zhi-Hua Chen
Journal:  Org Biomol Chem       Date:  2014-05-01       Impact factor: 3.876

4.  Rh2(S-biTISP)2-catalyzed asymmetric functionalization of indoles and pyrroles with vinylcarbenoids.

Authors:  Yajing Lian; Huw M L Davies
Journal:  Org Lett       Date:  2012-03-27       Impact factor: 6.005

5.  Structural Basis of Tryptophan Reverse N-Prenylation Catalyzed by CymD.

Authors:  Benjamin W Roose; David W Christianson
Journal:  Biochemistry       Date:  2019-07-15       Impact factor: 3.162

6.  Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

Authors:  Thomas D Montgomery; Ye Zhu; Natsuko Kagawa; Viresh H Rawal
Journal:  Org Lett       Date:  2013-02-21       Impact factor: 6.005

7.  Lewis Acid Mediated Vinylogous Additions of Enol Nucleophiles into an α,β-Unsaturated Platinum Carbene.

Authors:  Paul A Allegretti; Khoi Huynh; Tarik J Ozumerzifon; Eric M Ferreira
Journal:  Org Lett       Date:  2015-12-14       Impact factor: 6.005

8.  A cooperative N-heterocyclic carbene/chiral phosphate catalysis system for allenolate annulations.

Authors:  Anna Lee; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-04       Impact factor: 15.336

9.  Asymmetric one-pot sequential Friedel-Crafts-type alkylation and α-oxyamination catalyzed by a peptide and an enzyme.

Authors:  Kengo Akagawa; Ryota Umezawa; Kazuaki Kudo
Journal:  Beilstein J Org Chem       Date:  2012-08-17       Impact factor: 2.883

10.  Chiral cis-iron(ii) complexes with metal- and ligand-centered chirality for highly regio- and enantioselective alkylation of N-heteroaromatics.

Authors:  Jinhu Wei; Bei Cao; Chun-Wai Tse; Xiao-Yong Chang; Cong-Ying Zhou; Chi-Ming Che
Journal:  Chem Sci       Date:  2019-11-25       Impact factor: 9.825

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