Literature DB >> 22431197

Is there no end to the total syntheses of strychnine? Lessons learned in strategy and tactics in total synthesis.

Jeffrey S Cannon1, Larry E Overman.   

Abstract

From the 19th century to the present, the complex indole alkaloid strychnine has engaged the chemical community. In this Review, we examine why strychnine has been and remains today an important target for directed synthesis efforts. A selection of the diverse syntheses of strychnine is discussed with the aim of identifying their influence on the evolution of the strategy and tactics of organic synthesis.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22431197      PMCID: PMC3804246          DOI: 10.1002/anie.201107385

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  85 in total

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Authors:  Amy B Dounay; Larry E Overman
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Review 2.  The evolving role of natural products in drug discovery.

Authors:  Frank E Koehn; Guy T Carter
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Review 3.  Impact of natural products on developing new anti-cancer agents.

Authors:  Gordon M Cragg; Paul G Grothaus; David J Newman
Journal:  Chem Rev       Date:  2009-07       Impact factor: 60.622

4.  The structure of strychnine; formulation of the neo bases.

Authors:  R B WOODWARD; W J BREHM
Journal:  J Am Chem Soc       Date:  1948-06       Impact factor: 15.419

5.  Mitsunobu and related reactions: advances and applications.

Authors:  K C Kumara Swamy; N N Bhuvan Kumar; E Balaraman; K V P Pavan Kumar
Journal:  Chem Rev       Date:  2009-06       Impact factor: 60.622

6.  Biogenesis of the strychnos alkaloids.

Authors:  R B WOODWARD
Journal:  Nature       Date:  1948-07-24       Impact factor: 49.962

7.  Strychnine and brucine; constitution of the neoseries of bases and their oxidation products.

Authors:  L H BRIGGS; H T OPENSHAW; R ROBINSON
Journal:  J Chem Soc       Date:  1946-10

8.  Concise formal synthesis of porothramycins A and B via Zincke pyridinium ring-opening/ring-closing cascade.

Authors:  Theo D Michels; Matthew J Kier; Aaron M Kearney; Christopher D Vanderwal
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

Review 9.  Function-oriented synthesis, step economy, and drug design.

Authors:  Paul A Wender; Vishal A Verma; Thomas J Paxton; Thomas H Pillow
Journal:  Acc Chem Res       Date:  2007-12-27       Impact factor: 22.384

10.  Ns strategies: a highly versatile synthetic method for amines.

Authors:  Toshiyuki Kan; Tohru Fukuyama
Journal:  Chem Commun (Camb)       Date:  2003-11-25       Impact factor: 6.222

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  10 in total

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7.  Site-Selective Reaction of Enaminones and Enamine Esters for the Synthesis of Novel Diverse Morphan Derivatives.

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Journal:  ACS Omega       Date:  2018-06-04

8.  Rhodium(iii) catalyzed olefination and deuteration of tetrahydrocarbazole.

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Journal:  Biotechnol Adv       Date:  2015-08-15       Impact factor: 14.227

Review 10.  Recent Advances in Construction of Polycyclic Natural Product Scaffolds via One-Pot Reactions Involving Alkyne Annulation.

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  10 in total

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