Literature DB >> 22696208

Concise total synthesis of (-)-myxalamide A.

Kazuhiro Fujita1, Ryosuke Matsui, Takahiro Suzuki, Susumu Kobayashi.   

Abstract

The MIDA touch: A concise and highly convergent protecting-group-free total synthesis of (-)-myxalamide A involves a stereoselective vinylogous Mukaiyama aldol reaction of a vinylketene silyl N,O-acetal, together with a one-pot Stille/Suzuki-Miyaura cross-coupling reaction using Burke's N-methyliminodiacetic acid (MIDA) boronate to connect left- and right-hand fragments of the molecule (see scheme).
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID： 22696208     DOI： 10.1002/anie.201203093

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


  8 in total

Review 1.  The Molecular Industrial Revolution: Automated Synthesis of Small Molecules.

Authors:  Melanie Trobe; Martin D Burke
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

2.  From synthesis to function via iterative assembly of N-methyliminodiacetic acid boronate building blocks.

Authors:  Junqi Li; Anthony S Grillo; Martin D Burke
Journal:  Acc Chem Res       Date:  2015-07-22       Impact factor: 22.384

3.  Synthesis of many different types of organic small molecules using one automated process.

Authors:  Junqi Li; Steven G Ballmer; Eric P Gillis; Seiko Fujii; Michael J Schmidt; Andrea M E Palazzolo; Jonathan W Lehmann; Greg F Morehouse; Martin D Burke
Journal:  Science       Date:  2015-03-13       Impact factor: 47.728

4.  Stereoselective synthesis of dienyl-carboxylate building blocks: formal synthesis of inthomycin C.

Authors:  Caroline Souris; Frédéric Frébault; Ashay Patel; Davide Audisio; K N Houk; Nuno Maulide
Journal:  Org Lett       Date:  2013-06-13       Impact factor: 6.005

5.  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

6.  Transforming Suzuki-Miyaura cross-couplings of MIDA boronates into a green technology: no organic solvents.

Authors:  Nicholas A Isley; Fabrice Gallou; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2013-11-13       Impact factor: 15.419

7.  Peridinin Is an Exceptionally Potent and Membrane-Embedded Inhibitor of Bilayer Lipid Peroxidation.

Authors:  Hannah M S Haley; Adam G Hill; Alexander I Greenwood; Eric M Woerly; Chad M Rienstra; Martin D Burke
Journal:  J Am Chem Soc       Date:  2018-11-02       Impact factor: 15.419

8.  Synthesis of most polyene natural product motifs using just 12 building blocks and one coupling reaction.

Authors:  Eric M Woerly; Jahnabi Roy; Martin D Burke
Journal:  Nat Chem       Date:  2014-06       Impact factor: 24.427
  8 in total

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