Literature DB >> 10839167

Controlling stereoselectivity with the aid of a reagent-directing group: hydroformylation, cuprate addition, and domino reaction sequences

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Abstract

The specific introduction of an appropriately designed reagent-directing group into an organic substrate allows the more efficient use of substrate direction to allow high levels of acyclic stereocontrol in both rhodium-catalyzed hydroformylation and cuprate addition to enoates. This provides access to major building blocks of the polyketide class of natural products. Incorporation of these directed reactions into sequential transformations holds promise for new particularly efficient synthetic methods.

Entities:  

Year:  2000        PMID: 10839167     DOI: 10.1002/(sici)1521-3765(20000502)6:9<1519::aid-chem1519>3.3.co;2-y

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  The Development of Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling Chemistry.

Authors:  Glenn C Micalizio; Haruki Mizoguchi
Journal:  Isr J Chem       Date:  2016-11-09       Impact factor: 3.333

2.  Metallacycle-Mediated Cross-Coupling with Substituted and Electronically Unactivated Alkenes.

Authors:  Holly A Reichard; Glenn C Micalizio
Journal:  Chem Sci       Date:  2011       Impact factor: 9.825

3.  A Transient-Directing-Group Strategy Enables Enantioselective Reductive Heck Hydroarylation of Alkenes.

Authors:  Lucas J Oxtoby; Zi-Qi Li; Van T Tran; Tuğçe G Erbay; Ruohan Deng; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-07       Impact factor: 15.336

4.  Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis.

Authors:  Jason S Chen; Andrew M Romine; Kin S Yang; Malkanthi K Karunananda; Keary M Engle
Journal:  ACS Catal       Date:  2019-07-02       Impact factor: 13.084

  4 in total

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