Literature DB >> 24292454

2-Arylacetic anhydrides as ammonium enolate precursors.

Louis C Morrill1, Lyndsay A Ledingham, Jean-Philippe Couturier, Jasmine Bickel, Andrew D Harper, Charlene Fallan, Andrew D Smith.   

Abstract

Readily prepared 2-arylacetic anhydrides act as convenient ammonium enolate precursors in isothiourea (HBTM-2.1)-mediated catalytic asymmetric intermolecular Michael addition-lactonisation processes, giving diverse synthetic building blocks in good yield with high diastereo- and enantiocontrol (up to 98 : 2 dr and >99% ee).

Entities:  

Year:  2014        PMID： 24292454     DOI： 10.1039/c3ob41869c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Asymmetric Isothiourea-Catalysed Formal [3+2] Cycloadditions of Ammonium Enolates with Oxaziridines.

Authors:  Siobhan R Smith; Charlene Fallan; James E Taylor; Ross McLennan; David S B Daniels; Louis C Morrill; Alexandra M Z Slawin; Andrew D Smith
Journal:  Chemistry       Date:  2015-06-12       Impact factor: 5.236

2.  Stereodivergent organocatalytic intramolecular Michael addition/lactonization for the asymmetric synthesis of substituted dihydrobenzofurans and tetrahydrofurans.

Authors:  Dorine Belmessieri; Alix de la Houpliere; Ewen D D Calder; James E Taylor; Andrew D Smith
Journal:  Chemistry       Date:  2014-07-02       Impact factor: 5.236

3.  Regio- and stereoselective synthesis of benzothiazolo-pyrimidinones via an NHC-catalyzed Mannich/lactamization domino reaction.

Authors:  Qijian Ni; Xiaoxiao Song; Jiawen Xiong; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2015-01-25       Impact factor: 6.222

4.  Enantioselective Synthesis of 3,5,6-Substituted Dihydropyranones and Dihydropyridinones using Isothiourea-Mediated Catalysis.

Authors:  Daniel G Stark; Louis C Morrill; David B Cordes; Alexandra M Z Slawin; Timothy J C O'Riordan; Andrew D Smith
Journal:  Chem Asian J       Date:  2015-11-12

5.  Isothiourea-catalysed enantioselective pyrrolizine synthesis: synthetic and computational studies.

Authors:  Daniel G Stark; Patrick Williamson; Emma R Gayner; Stefania F Musolino; Ryan W F Kerr; James E Taylor; Alexandra M Z Slawin; Timothy J C O'Riordan; Stuart A Macgregor; Andrew D Smith
Journal:  Org Biomol Chem       Date:  2016-08-04       Impact factor: 3.876

6.  Synthesis of 1-(β-coumarinyl)-1-(β-indolyl)trifluoroethanols through regioselective Friedel-Crafts alkylation of indoles with β-(trifluoroacetyl)coumarins catalyzed by Sc(OTf)3.

Authors:  Lijun Shi; Ying Liu; Caixia Wang; Xinxin Yuan; Xiaobiao Liu; Lulu Wu; Zhenliang Pan; Qicheng Yu; Cuilian Xu; Guoyu Yang
Journal:  RSC Adv       Date:  2020-04-15       Impact factor: 4.036

7.  Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and N-Alkyl Isatins.

Authors:  Yusra Abdelhamid; Kevin Kasten; Joanne Dunne; Will C Hartley; Claire M Young; David B Cordes; Alexandra M Z Slawin; Sean Ng; Andrew D Smith
Journal:  Org Lett       Date:  2022-07-18       Impact factor: 6.072
  7 in total

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