Literature DB >> 18031053

Vicinal amino alcohols as organocatalysts in asymmetric cross-aldol reaction of ketones: application in the synthesis of convolutamydine A.

Andrei V Malkov1, Mikhail A Kabeshov, Marco Bella, Ondrej Kysilka, Denis A Malyshev, Kristýna Pluhácková, Pavel Kocovský.   

Abstract

Leucinol and valinol have been identified as efficient organocatalysts for the aldol reaction of isatin and its derivatives (as examples of activated, non-enolizable ketones) with acetone. Uncommon mechanistic features were observed and used in the formulation of the transition state of the reaction.

Entities:  

Year:  2007        PMID： 18031053     DOI： 10.1021/ol7023983

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


  7 in total

1.  Quinidine thiourea-catalyzed aldol reaction of unactivated ketones: highly enantioselective synthesis of 3-alkyl-3-hydroxyindolin-2-ones.

Authors:  Qunsheng Guo; Mayur Bhanushali; Cong-Gui Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-03       Impact factor: 15.336

2.  Highly enantioselective catalytic benzoyloxylation of 3-aryloxindoles using chiral VAPOL calcium phosphate.

Authors:  Zuhui Zhang; Wenhua Zheng; Jon C Antilla
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-22       Impact factor: 15.336

3.  Enantioselective allylation, crotylation, and reverse prenylation of substituted isatins: iridium-catalyzed C-C bond-forming transfer hydrogenation.

Authors:  Junji Itoh; Soo Bong Han; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  Asymmetric Aldol Reaction of 3-Acetyl-2H-chromen-2-ones and Isatins Catalyzed by a Bifunctional Quinidine Urea Catalyst.

Authors:  Santhi Abbaraju; John Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

5.  Crystal structure of (1S,2R)-2-[(3R,4S)-3-methyl-4-phenyl-1,2,3,4-tetra-hydro-isoquinolin-2-yl]-1,2-di-phenyl-ethanol.

Authors:  Karim Ben Ali; Pascal Retailleau
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-09-03

6.  Cu(ii)-thiophene-2,5-bis(amino-alcohol) mediated asymmetric Aldol reaction and Domino Knoevenagel Michael cyclization: a new highly efficient Lewis acid catalyst.

Authors:  Abdullah Mohammed Al-Majid; Abdullah Saleh Alammari; Saeed Alshahrani; Matti Haukka; Mohammad Shahidul Islam; Assem Barakat
Journal:  RSC Adv       Date:  2022-02-21       Impact factor: 3.361

7.  Synthesis of symmetrical and unsymmetrical 3,3-di(indolyl)indolin-2-ones under controlled catalysis of ionic liquids.

Authors:  Kurosh Rad-Moghadam; Masoumeh Sharifi-Kiasaraie; Homayun Taheri-Amlashi
Journal:  Tetrahedron       Date:  2010-02-06       Impact factor: 2.457
  7 in total

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