Literature DB >> 23784777

Pattern recognition analysis in complex molecule synthesis and the preparation of iso-Diels-Alder motifs.

Feng Peng1, Robin E Grote, Rebecca M Wilson, Samuel J Danishefsky.   

Abstract

The identification of synthesizable substructural domains within more complex structural targets is of significant value in designing a workable plan of synthesis. We term this process "pattern recognition analysis" (PRA). In this paper we continued to build on the theme of PRA as a potential resource in retrosynthetic blueprints to reach highly challenging targets. The paper operates at two levels. First, there is provided a clear sense of definitions of categories by which patterns are related to hypothetical reaction types. Although the required reaction type may for the moment not exist, we believe that this method of analysis is likely to promote innovation that identifies unmet needs and opportunities to advance the cause of complex target synthesis. In addition, we describe reductions to practice in expanding the menu of achievable patterns. It is likely that the future value of PRA will be associated with its utility in leading the way to new and exploitable chemical innovation.

Entities:  

Keywords:  pattern analysis; ring closing metathesis

Mesh:

Year:  2013        PMID: 23784777      PMCID: PMC3703981          DOI: 10.1073/pnas.1309795110

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  18 in total

1.  The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.

Authors:  T M Trnka; R H Grubbs
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2.  Total synthesis of paecilomycine A.

Authors:  Sun-Joon Min; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Pattern recognition in retrosynthetic analysis: snapshots in total synthesis.

Authors:  Rebecca M Wilson; Samuel J Danishefsky
Journal:  J Org Chem       Date:  2007-06-08       Impact factor: 4.354

4.  Computer-assisted design of complex organic syntheses.

Authors:  E J Corey; W T Wipke
Journal:  Science       Date:  1969-10-10       Impact factor: 47.728

5.  A straightforward route to functionalized trans-Diels-Alder motifs.

Authors:  Jun Hee Lee; Yandong Zhang; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2010-10-20       Impact factor: 15.419

6.  Cyclobutenone as a highly reactive dienophile: expanding upon Diels-Alder paradigms.

Authors:  Xiaohua Li; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

7.  Halocycloalkenones as Diels-Alder dienophiles. Applications to generating useful structural patterns.

Authors:  Audrey G Ross; Steven D Townsend; Samuel J Danishefsky
Journal:  J Org Chem       Date:  2012-11-27       Impact factor: 4.354

8.  Catalytic enantioselective Hosomi-Sakurai conjugate allylation of cyclic unsaturated ketoesters.

Authors:  Manami Shizuka; Marc L Snapper
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

9.  Improved dienophilicity of nitrocycloalkenes: prospects for the development of a trans-Diels-Alder paradigm.

Authors:  Woo Han Kim; Jun Hee Lee; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2009-09-09       Impact factor: 15.419

10.  Permuting Diels-Alder and Robinson Annulation Stereopatterns.

Authors:  Feng Peng; Mingji Dai; Angie R Angeles; Samuel J Danishefsky
Journal:  Chem Sci       Date:  2012-08-01       Impact factor: 9.825

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  1 in total

1.  Chromium photocatalysis: accessing structural complements to Diels-Alder adducts with electron-deficient dienophiles.

Authors:  Susan M Stevenson; Robert F Higgins; Matthew P Shores; Eric M Ferreira
Journal:  Chem Sci       Date:  2016-09-12       Impact factor: 9.825

  1 in total

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