Literature DB >> 11348201

A new asymmetric synthesis of trans-hydroisoquinolones.

A Kamatani1, L E Overman.   

Abstract

[reaction: see text]. A convenient enantioselective synthesis of trans-hydroisoquinolones is described. This synthesis capitalizes on the ready availability of enantioenriched 2-substituted cyclohexenols by exploiting the asymmetry of an allylic carbon-oxygen sigma bond to control carbon-carbon bond formation in pinacol-terminated cyclizations of N-acyliminium cations.

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Year:  2001        PMID: 11348201     DOI: 10.1021/ol015696v

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


  5 in total

1.  Evolution of a strategy for total synthesis of the marine fungal alkaloid (+/-)-communesin F.

Authors:  Jae Hong Seo; Peng Liu; Steven M Weinreb
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

2.  Beta-aminoethyltrifluoroborates: efficient aminoethylations via Suzuki-Miyaura cross-coupling.

Authors:  Gary A Molander; Fabricio Vargas
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

3.  Enantioselective thiourea-catalyzed cationic polycyclizations.

Authors:  Robert R Knowles; Song Lin; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

4.  Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Enantioselective Total Synthesis of Macfarlandin C, a Spongian Diterpenoid Harboring a Concave-Substituted cis-Dioxabicyclo[3.3.0]octanone Fragment.

Authors:  Tyler K Allred; André P Dieskau; Peng Zhao; Gregory L Lackner; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-19       Impact factor: 15.336

  5 in total

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