Literature DB >> 22335341

Asymmetric synthesis of 4,8-dihydroxyisochroman-1-one polyketide metabolites using chiral hypervalent iodine(III).

Morifumi Fujita1, Kazuhiro Mori, Mio Shimogaki, Takashi Sugimura.   

Abstract

Stereoselective oxylactonization of ortho-alkenylbenzoate with chiral hypervalent iodine is applied to the asymmetric synthesis of 4-oxyisochroman-1-one polyketide metabolites including 4-hydroxymellein (1), a derivative of fusarentin 2, monocerin (3), and an epimer of monocerin epi-3.
© 2012 American Chemical Society

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Year:  2012        PMID: 22335341     DOI: 10.1021/ol300185u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Enantioselective Total Synthesis of (+)-Monocerin, a Dihydroisocoumarin Derivative with Potent Antimalarial Properties.

Authors:  Arun K Ghosh; Daniel S Lee
Journal:  J Org Chem       Date:  2019-04-29       Impact factor: 4.354

2.  Mechanism and Origins of Chemo- and Stereoselectivities of Aryl Iodide-Catalyzed Asymmetric Difluorinations of β-Substituted Styrenes.

Authors:  Biying Zhou; Moriana K Haj; Eric N Jacobsen; K N Houk; Xiao-Song Xue
Journal:  J Am Chem Soc       Date:  2018-11-05       Impact factor: 15.419

3.  Synthesis of isocoumarins with different substituted patterns via Passerini-aldol sequence.

Authors:  Guan-Hua Ma; Bo Jiang; Xing-Jun Tu; Yi Ning; Shu-Jiang Tu; Guigen Li
Journal:  Org Lett       Date:  2014-08-20       Impact factor: 6.005

Review 4.  Recent advances in hypervalent iodine(III)-catalyzed functionalization of alkenes.

Authors:  Xiang Li; Pinhong Chen; Guosheng Liu
Journal:  Beilstein J Org Chem       Date:  2018-07-18       Impact factor: 2.883

5.  Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions.

Authors:  Stefan Haubenreisser; Thorsten H Wöste; Claudio Martínez; Kazuaki Ishihara; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-24       Impact factor: 15.336

  5 in total

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