Literature DB >> 20550144

Skeletal diversity via cationic rearrangements of substituted dihydropyrans.

Matthew R Medeiros1, Radha S Narayan, Nolan T McDougal, Scott E Schaus, John A Porco.   

Abstract

Substituted dihydropyrans, easily accessed from a commercially available glycal, undergo acid-catalyzed rearrangement to provide highly functionalized isochroman and dioxabicyclooctane scaffolds.

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Year:  2010        PMID: 20550144      PMCID: PMC2937281          DOI: 10.1021/ol101144k

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


  26 in total

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Journal:  J Org Chem       Date:  1999-04-16       Impact factor: 4.354

3.  Pathway development and pilot library realization in diversity-oriented synthesis: exploring Ferrier and Pauson-Khand reactions on a glycal template.

Authors:  Hideki Kubota; Jongwon Lim; Kristopher M Depew; Stuart L Schreiber
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Review 4.  Diversity oriented synthesis and branching reaction pathway to generate natural product-like compounds.

Authors:  Yun Liao; Youhong Hu; Jie Wu; Qiang Zhu; Maryann Donovan; Reza Fathi; Zhen Yang
Journal:  Curr Med Chem       Date:  2003-11       Impact factor: 4.530

Review 5.  A case study in biomimetic total synthesis: polyolefin carbocyclizations to terpenes and steroids.

Authors:  Ryan A Yoder; Jeffrey N Johnston
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Review 6.  Naturally diverse: highlights in versatile synthetic methods enabling target- and diversity-oriented synthesis.

Authors:  Jared T Shaw
Journal:  Nat Prod Rep       Date:  2009-01       Impact factor: 13.423

7.  Diversity-oriented synthesis of novel polycyclic scaffolds using polymer-bound reagents.

Authors:  Domingo García-Cuadrado; Sofia Barluenga; Nicolas Winssinger
Journal:  Chem Commun (Camb)       Date:  2008-07-28       Impact factor: 6.222

Review 8.  Diversity-oriented synthesis; a spectrum of approaches and results.

Authors:  Richard J Spandl; Andreas Bender; David R Spring
Journal:  Org Biomol Chem       Date:  2008-02-19       Impact factor: 3.876

9.  Exploring skeletal diversity via ring contraction of glycal-derived scaffolds.

Authors:  Adam R Yeager; Geanna K Min; John A Porco; Scott E Schaus
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

10.  Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates.

Authors:  Devon C Rosenfeld; Shashank Shekhar; Akihiro Takemiya; Masaru Utsunomiya; John F Hartwig
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

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  5 in total

1.  A cycloisomerization/Friedel-Crafts alkylation strategy for the synthesis of pyrano[3,4-b]indoles.

Authors:  Matthew R Medeiros; Scott E Schaus; John A Porco
Journal:  Org Lett       Date:  2011-07-08       Impact factor: 6.005

2.  Emulating the logic of monoterpenoid alkaloid biogenesis to access a skeletally diverse chemical library.

Authors:  Song Liu; John S Scotti; Sergey A Kozmin
Journal:  J Org Chem       Date:  2013-08-27       Impact factor: 4.354

3.  Skeletal diversification via heteroatom linkage control: preparation of bicyclic and spirocyclic scaffolds from N-substituted homopropargyl alcohols.

Authors:  Thomas O Painter; Jonathon R Bunn; Frank J Schoenen; Justin T Douglas; Victor W Day; Conrad Santini
Journal:  J Org Chem       Date:  2013-04-01       Impact factor: 4.354

4.  Remodelling of the natural product fumagillol employing a reaction discovery approach.

Authors:  Bradley R Balthaser; Meghan C Maloney; Aaron B Beeler; John A Porco; John K Snyder
Journal:  Nat Chem       Date:  2011-12       Impact factor: 24.427

5.  Synthesis of Diverse 11- and 12-Membered Macrolactones from a Common Linear Substrate Using a Single Biocatalyst.

Authors:  Michael M Gilbert; Matthew D DeMars; Song Yang; Jessica M Grandner; Shoulei Wang; Hengbin Wang; Alison R H Narayan; David H Sherman; K N Houk; John Montgomery
Journal:  ACS Cent Sci       Date:  2017-11-15       Impact factor: 14.553

  5 in total

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