Literature DB >> 21322562

Total synthesis of brevenal.

Yuan Zhang1, John Rohanna, Jie Zhou, Karthik Iyer, Jon D Rainier.   

Abstract

This Article describes the total synthesis of the marine ladder toxin brevenal utilizing a convergent synthetic strategy. Critical to the success of this work was the use of olefinic-ester cyclization reactions and the utilization of glycal epoxides as precursors to C-C and C-H bonds.

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Year:  2011        PMID： 21322562      PMCID： PMC5484051          DOI： 10.1021/ja200089f

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  40 in total

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5.  The role of asynchronous bond formation in the diastereoselective epoxidation of cyclic enol ethers: a density functional theory study.

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6.  Substitution and remote protecting group influence on the oxidation/addition of alpha-substituted 1,2-anhydroglycosides: a novel entry into C-ketosides.

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7.  Prevention of undesirable isomerization during olefin metathesis.

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8.  Synthesis of the QRSTU domain of maitotoxin and its 85-epi- and 86-epi-diastereoisomers.

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Review 9.  Convergent strategies for the total synthesis of polycyclic ether marine metabolites.

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Journal:  Nat Prod Rep       Date:  2008-01-17       Impact factor: 13.423

10.  Brevenal inhibits pacific ciguatoxin-1B-induced neurosecretion from bovine chromaffin cells.

Authors:  César Mattei; Peter J Wen; Truong D Nguyen-Huu; Martha Alvarez; Evelyne Benoit; Andrea J Bourdelais; Richard J Lewis; Daniel G Baden; Jordi Molgó; Frédéric A Meunier
Journal:  PLoS One       Date:  2008-10-20       Impact factor: 3.240
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4.  Beyond olefins: new metathesis directions for synthesis.

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Review 6.  Marine Heterocyclic Compounds That Modulate Intracellular Calcium Signals: Chemistry and Synthesis Approaches.

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7.  Stereoselective Synthesis of the I-L Fragment of the Pacific Ciguatoxins.

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Review 8.  Carbonyl-Olefin Metathesis.

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9.  Enantioselective total syntheses of FR901464 and spliceostatin A and evaluation of splicing activity of key derivatives.

Authors:  Arun K Ghosh; Zhi-Hua Chen; Kerstin A Effenberger; Melissa S Jurica
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10.  Synthesis of the ABCDEF and FGHI ring system of yessotoxin and adriatoxin.

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  10 in total

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