Literature DB >> 21513290

Facile and unified approach to skeletally diverse, privileged scaffolds.

James J Sahn1, Justin Y Su, Stephen F Martin.   

Abstract

A novel strategy has been developed to generate a diverse array of privileged scaffolds from readily available tetrahydropyridine precursors that may be prepared by a multicomponent assembly process followed by a ring-closing metathesis. The functionality embedded in these key intermediates enables their facile elaboration into more complex structures of biological relevance by a variety of ring-forming processes and refunctionalizations.

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Year:  2011        PMID: 21513290      PMCID: PMC3094476          DOI: 10.1021/ol200709h

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


  25 in total

1.  Unsaturated lactams: new inputs for povarov-type multicomponent reactions.

Authors:  Esther Vicente-García; Federica Catti; Rosario Ramón; Rodolfo Lavilla
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

Review 2.  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

3.  Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.

Authors:  James D Sunderhaus; Chris Dockendorff; Stephen F Martin
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

4.  Stachyflin and acetylstachyflin, novel anti-influenza A virus substances, produced by Stachybotrys sp. RF-7260. II. Synthesis and preliminary structure-activity relationships of stachyflin derivatives.

Authors:  Kazuyuki Minagawa; Shuichi Kouzuki; Toshiyuki Kamigauchi
Journal:  J Antibiot (Tokyo)       Date:  2002-02       Impact factor: 2.649

Review 5.  Privileged scaffolds for library design and drug discovery.

Authors:  Matthew E Welsch; Scott A Snyder; Brent R Stockwell
Journal:  Curr Opin Chem Biol       Date:  2010-03-18       Impact factor: 8.822

6.  Syntheses and anticholinesterase activity of tetrahydrobenzazepine carbamates.

Authors:  Y L Chen; D Liston; J Nielsen; D Chapin; A Dunaiskis; K Hedberg; J Ives; J Johnson; S Jones
Journal:  J Med Chem       Date:  1994-06-24       Impact factor: 7.446

7.  Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds.

Authors:  James D Sunderhaus; Stephen F Martin
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

8.  Total synthesis of the alkaloids martinelline and martinellic acid via a hetero Diels-Alder multicomponent coupling reaction.

Authors:  David A Powell; Robert A Batey
Journal:  Org Lett       Date:  2002-08-22       Impact factor: 6.005

9.  An improved Cu-based catalyst system for the reactions of alcohols with aryl halides.

Authors:  Ryan A Altman; Alexandr Shafir; Alice Choi; Phillip A Lichtor; Stephen L Buchwald
Journal:  J Org Chem       Date:  2007-11-29       Impact factor: 4.354

10.  Discovery of (7R)-14-cyclohexyl-7-{[2-(dimethylamino)ethyl](methyl) amino}-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid (MK-3281), a potent and orally bioavailable finger-loop inhibitor of the hepatitis C virus NS5B polymerase.

Authors:  Frank Narjes; Benedetta Crescenzi; Marco Ferrara; Jörg Habermann; Stefania Colarusso; Maria del Rosario Rico Ferreira; Ian Stansfield; Angela Claire Mackay; Immacolata Conte; Caterina Ercolani; Simone Zaramella; Maria-Cecilia Palumbi; Philip Meuleman; Geert Leroux-Roels; Claudio Giuliano; Fabrizio Fiore; Stefania Di Marco; Paola Baiocco; Uwe Koch; Giovanni Migliaccio; Sergio Altamura; Ralph Laufer; Raffaele De Francesco; Michael Rowley
Journal:  J Med Chem       Date:  2010-12-08       Impact factor: 7.446

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  18 in total

1.  Multicomponent assembly strategies for the synthesis of diverse tetrahydroisoquinoline scaffolds.

Authors:  Brett A Granger; Kyosuke Kaneda; Stephen F Martin
Journal:  Org Lett       Date:  2011-08-11       Impact factor: 6.005

2.  Application of a sequential multicomponent assembly process/huisgen cycloaddition strategy to the preparation of libraries of 1,2,3-triazole-fused 1,4-benzodiazepines.

Authors:  James R Donald; Rebekah R Wood; Stephen F Martin
Journal:  ACS Comb Sci       Date:  2012-02-01       Impact factor: 3.784

3.  Norbenzomorphan Framework as a Novel Scaffold for Generating Sigma 2 Receptor/PGRMC1 Subtype-Selective Ligands.

Authors:  James J Sahn; Timothy R Hodges; Jessica Z Chan; Stephen F Martin
Journal:  ChemMedChem       Date:  2016-02-24       Impact factor: 3.466

4.  Natural Products and Their Mimics as Targets of Opportunity for Discovery.

Authors:  Stephen F Martin
Journal:  J Org Chem       Date:  2017-09-15       Impact factor: 4.354

5.  Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives.

Authors:  Simon Hardy; Stephen F Martin
Journal:  Tetrahedron       Date:  2014-10-07       Impact factor: 2.457

6.  Libraries of 2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine derivatives via a multicomponent assembly process/1,3-dipolar cycloaddition strategy.

Authors:  Brett A Granger; Kyosuke Kaneda; Stephen F Martin
Journal:  ACS Comb Sci       Date:  2011-11-10       Impact factor: 3.784

7.  APPLICATIONS OF MULTICOMPONENT ASSEMBLY PROCESSES TO THE FACILE SYNTHESES OF DIVERSELY FUNCTIONALIZED NITROGEN HETEROCYCLES.

Authors:  James R Donald; Brett A Granger; Simon Hardy; James J Sahn; Stephen F Martin
Journal:  Heterocycles       Date:  2011-09-15       Impact factor: 0.831

Review 8.  Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification.

Authors:  James J Sahn; Brett A Granger; Stephen F Martin
Journal:  Org Biomol Chem       Date:  2014-08-19       Impact factor: 3.876

9.  Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization.

Authors:  James J Sahn; Stephen F Martin
Journal:  Tetrahedron Lett       Date:  2011-12-21       Impact factor: 2.415

10.  Norbenzomorphan Scaffold: Chemical Tool for Modulating Sigma Receptor-Subtype Selectivity.

Authors:  James J Sahn; Timothy R Hodges; Jessica Z Chan; Stephen F Martin
Journal:  ACS Med Chem Lett       Date:  2017-03-21       Impact factor: 4.345

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