Literature DB >> 12355522

New efficient iterative approaches to polycyclic ethers.

Fredrik P Marmsäter1, Frederick G West.   

Abstract

The imposing structures of the marine polyether ladder toxins have inspired synthetic chemists to develop many clever methods for assembling these complex skeletons. One intriguing strategy is to use a short and reliable sequence of reactions to build successive rings in an iterative fashion. The ideal approach should tolerate variation in ring size and substitution at the bridgehead positions. This paper offers an overview of recent progress in this field.

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Year:  2002        PMID: 12355522     DOI: 10.1002/1521-3765(20021004)8:19<4346::AID-CHEM4346>3.0.CO;2-S

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  14 in total

1.  Lessons and revelations from biomimetic syntheses.

Authors:  Mina Razzak; Jef K De Brabander
Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

2.  Hydroxyl-substituted ladder polyethers via selective tandem epoxidation/cyclization sequence.

Authors:  Lara C Czabaniuk; Timothy F Jamison
Journal:  Org Lett       Date:  2015-02-03       Impact factor: 6.005

Review 3.  The continuing saga of the marine polyether biotoxins.

Authors:  K C Nicolaou; Michael O Frederick; Robert J Aversa
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Pyranone natural products as inspirations for catalytic reaction discovery and development.

Authors:  Benjamin R McDonald; Karl A Scheidt
Journal:  Acc Chem Res       Date:  2015-03-06       Impact factor: 22.384

5.  Surveying approaches to the formation of carbon-carbon bonds between a pyran and an adjacent ring.

Authors:  Jeffrey D Frein; Tomislav Rovis
Journal:  Tetrahedron       Date:  2006-05-01       Impact factor: 2.457

6.  Two-directional olefinic-ester ring-closing metathesis using reduced Ti alkylidenes. A rapid entry into polycyclic ether skeletons.

Authors:  Yuan Zhang; Jon D Rainier
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

7.  Total synthesis of brevetoxin A.

Authors:  Michael T Crimmins; J Lucas Zuccarello; J Michael Ellis; Patrick J McDougall; Pamela A Haile; Jonathan D Parrish; Kyle A Emmitte
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

8.  Enantioselective total synthesis of brevetoxin A: unified strategy for the B, E, G, and J subunits.

Authors:  Michael T Crimmins; J Michael Ellis; Kyle A Emmitte; Pamela A Haile; Patrick J McDougall; Jonathan D Parrish; J Lucas Zuccarello
Journal:  Chemistry       Date:  2009-09-14       Impact factor: 5.236

9.  Enantioselective total synthesis of brevetoxin A: convergent coupling strategy and completion.

Authors:  Michael T Crimmins; J Lucas Zuccarello; Patrick J McDougall; J Michael Ellis
Journal:  Chemistry       Date:  2009-09-14       Impact factor: 5.236

10.  Toward Generalization of Iterative Small Molecule Synthesis.

Authors:  Jonathan W Lehmann; Daniel J Blair; Martin D Burke
Journal:  Nat Rev Chem       Date:  2018-03-07       Impact factor: 34.035

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