Literature DB >> 19847337

The economies of synthesis.

Timothy Newhouse1, Phil S Baran, Reinhard W Hoffmann.   

Abstract

In this tutorial review the economies of synthesis are analysed from both detailed and macroscopic perspectives, using case-studies from complex molecule synthesis. Atom, step, and redox economy are more than philosophical constructs, but rather guidelines, which enable the synthetic chemist to design and execute an efficient synthesis. Students entering the field of synthesis might find this tutorial helpful for understanding the subtle differences between these economic principles and also see real-world situations where such principles are put into practice.

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Year:  2009        PMID: 19847337      PMCID: PMC2880393          DOI: 10.1039/b821200g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  23 in total

Review 1.  Neuraminidase inhibitors for influenza.

Authors:  Anne Moscona
Journal:  N Engl J Med       Date:  2005-09-29       Impact factor: 91.245

2.  Synthesis of the DEF-bis-spiroacetal of spirastrellolide A exploiting a double asymmetric dihydroxylation/spiroacetalisation strategy.

Authors:  Ian Paterson; Edward A Anderson; Stephen M Dalby; Jong Ho Lim; Philip Maltas; Christian Moessner
Journal:  Chem Commun (Camb)       Date:  2006-09-20       Impact factor: 6.222

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.  The atom economy--a search for synthetic efficiency.

Authors:  B M Trost
Journal:  Science       Date:  1991-12-06       Impact factor: 47.728

Review 5.  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

6.  Simple, catalytic enantioselective syntheses of estrone and desogestrel.

Authors:  Qi-Ying Hu; Pankaj D Rege; E J Corey
Journal:  J Am Chem Soc       Date:  2004-05-19       Impact factor: 15.419

Review 7.  Synthetic approaches to the neuraminidase inhibitors zanamivir (Relenza) and oseltamivir phosphate (Tamiflu) for the treatment of influenza.

Authors:  Javier Magano
Journal:  Chem Rev       Date:  2009-09       Impact factor: 60.622

8.  A nine-step total synthesis of (-)-platencin.

Authors:  Konrad Tiefenbacher; Johann Mulzer
Journal:  J Org Chem       Date:  2009-04-17       Impact factor: 4.354

9.  A synthesis of (+)-salvadione-A.

Authors:  George Majetich; Yanyun Wang; Yang Li; Jason K Vohs; Gregory H Robinson
Journal:  Org Lett       Date:  2003-10-16       Impact factor: 6.005

10.  Biomimetic total synthesis of proto-daphniphylline.

Authors:  S Piettre; C H Heathcock
Journal:  Science       Date:  1990-06-22       Impact factor: 47.728

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  109 in total

Review 1.  Organocatalytic cascade reactions as a new tool in total synthesis.

Authors:  Christoph Grondal; Matthieu Jeanty; Dieter Enders
Journal:  Nat Chem       Date:  2010-02-19       Impact factor: 24.427

Review 2.  Enzymatic functionalization of carbon-hydrogen bonds.

Authors:  Jared C Lewis; Pedro S Coelho; Frances H Arnold
Journal:  Chem Soc Rev       Date:  2010-11-15       Impact factor: 54.564

3.  Deacylative allylation: allylic alkylation via retro-Claisen activation.

Authors:  Alexander J Grenning; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2011-08-24       Impact factor: 15.419

4.  Construction of Tertiary Chiral Centers by Pd-catalyzed Asymmetric Allylic Alkylation of Prochiral Enolate Equivalents.

Authors:  Yusuke Kita; Yoshitaka Numajiri; Noriko Okamoto; Brian M Stoltz
Journal:  Tetrahedron       Date:  2015-09-16       Impact factor: 2.457

Review 5.  Natural products as sources of new drugs over the 30 years from 1981 to 2010.

Authors:  David J Newman; Gordon M Cragg
Journal:  J Nat Prod       Date:  2012-02-08       Impact factor: 4.050

6.  Redox-neutral α-arylation of amines.

Authors:  Weijie Chen; Richard G Wilde; Daniel Seidel
Journal:  Org Lett       Date:  2013-12-13       Impact factor: 6.005

7.  Forming all-carbon quaternary stereogenic centres in acyclic systems from alkynes.

Authors:  Yury Minko; Morgane Pasco; Lukas Lercher; Mark Botoshansky; Ilan Marek
Journal:  Nature       Date:  2012-10-25       Impact factor: 49.962

8.  Nickel-Catalyzed Dearomative trans-1,2-Carboamination.

Authors:  Lucas W Hernandez; Ulrich Klöckner; Jola Pospech; Lilian Hauss; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-03-23       Impact factor: 15.419

9.  Fusarisetin A: Scalable Total Synthesis and Related Studies.

Authors:  Jing Xu; Eduardo J E Caro-Diaz; Michelle H Lacoske; Chao-I Hung; Colin Jamora; Emmanuel A Theodorakis
Journal:  Chem Sci       Date:  2012-08-23       Impact factor: 9.825

10.  Exploiting Acyl and Enol Azolium Intermediates via NHeterocyclic Carbene Catalyzed Reactions of Alpha-Reducible Aldehydes.

Authors:  Harit U Vora; Philip Wheeler; Tomislav Rovis
Journal:  Adv Synth Catal       Date:  2012-04-19       Impact factor: 5.837

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