Synthesis and stereoselective catalytic transformations of 3-hydroxyisoindolinones

This review focuses on the synthesis of 3-hydroxyisoindolinones, and their application as substrates in stereoselective catalytic transformations reported from 2010 to date. These compounds have attracted much attention among synthetic chemists, as they are integral structural parts of a number of n...

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Published inOrganic & biomolecular chemistry Vol. 19; no. 21; pp. 4637 - 4651
Main Authors Topolov an, Nikola, Gredi ak, Matija
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 02.06.2021
Subjects
Bioactive compounds
Biological activity
Chemical reactions
Chemical synthesis
Chemists
Electrochemistry
Natural products
Photochemical reactions
Photochemicals
Stereoselectivity
Substrates
Transformations
Transition metals
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Summary:This review focuses on the synthesis of 3-hydroxyisoindolinones, and their application as substrates in stereoselective catalytic transformations reported from 2010 to date. These compounds have attracted much attention among synthetic chemists, as they are integral structural parts of a number of natural products and biologically active compounds. The first part of this review covers methods based on electrochemical, photochemical, and thermal reactions for the synthesis of 3-hydroxyisoindolinones. The second part focuses on their employment as substrates in transition metal-catalyzed and organocatalyzed stereoselective transformations for the preparation of chiral 3-substituted isoindolinone derivatives. This review highlights recent advancement in the synthesis of 3-hydroxyisoindolinones and their applications in stereoselective transformations.
Bibliography:Matija Gredi ak received his PhD (2010) from the University of Zagreb, working with Ivanka Jeri on the chemistry of enediyne-derived peptidomimetics. He then moved to the University of Oxford as a postdoc with prof. Martin D. Smith. In 2015 he began his independent research career in the Division of Organic Chemistry and Biochemistry at Ru er Boškovi Institute in Zagreb. He leads a synthetic organic chemistry group with interests in synthesis and asymmetric catalysis.
Nikola Topolov an studied biology and chemistry for M.Sc. at the University of Zagreb. Then he obtained his PhD from Charles University in Prague under the guidance of Professor Martin Kotora. He then moved on to Canada and spent a year as a postdoctoral fellow in Professor Tomáš Hudlický's research group at the Brock University. He is currently a postdoctoral fellow at the Ru er Boškovic Institute where his research is focused on a stereoselective organocatalytic transformations.
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ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob00164g