Literature DB >> 26395547

Organocatalyzed Asymmetric Synthesis of Axially, Planar, and Helical Chiral Compounds.

Seiji Shirakawa1, Shiyao Liu2, Shiho Kaneko2.   

Abstract

Axially, planar, and helical chiral compounds are indispensable building blocks in modern organic synthesis. A wide variety of chiral ligands and catalysts were designed based on these chiral scaffolds, and these chiral ligands and catalysts were used for various catalytic asymmetric transformations to produce important chiral compounds in an optically enriched form. Furthermore, these chiral skeletons are found in the structure of biologically active natural products. Thus, the development of efficient enantioselective methods for the synthesis of these chiral compounds is an important task in the field of organic chemistry. In the last few years, organocatalyzed approaches, which are one of the most reliable catalytic asymmetric methods, became a hot topic. This Focus Review summarizes asymmetric organocatalytic methods for the synthesis of axially, planar, and helical chiral compounds as useful chiral building blocks.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords:  asymmetric synthesis; axial chirality; helical chirality; organocatalysis; planar chirality

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Year:  2015        PMID: 26395547     DOI: 10.1002/asia.201500951

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  6 in total

1.  Enantioselective bromination of axially chiral cyanoarenes in the presence of bifunctional organocatalysts.

Authors:  Yuuki Wada; Akira Matsumoto; Keisuke Asano; Seijiro Matsubara
Journal:  RSC Adv       Date:  2019-10-04       Impact factor: 4.036

2.  Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides.

Authors:  Ryota Miyaji; Yuuki Wada; Akira Matsumoto; Keisuke Asano; Seijiro Matsubara
Journal:  Beilstein J Org Chem       Date:  2017-08-02       Impact factor: 2.883

3.  Copper Hydride Catalyzed Enantioselective Synthesis of Axially Chiral 1,3-Disubstituted Allenes.

Authors:  Liela Bayeh-Romero; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-08-21       Impact factor: 15.419

4.  Base-promoted lipase-catalyzed kinetic resolution of atropisomeric 1,1'-biaryl-2,2'-diols.

Authors:  Gamal A I Moustafa; Kengo Kasama; Koichi Higashio; Shuji Akai
Journal:  RSC Adv       Date:  2019-01-09       Impact factor: 4.036

Review 5.  Planar Chirality: A Mine for Catalysis and Structure Discovery.

Authors:  Rosa López; Claudio Palomo
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-27       Impact factor: 16.823

6.  Catalytic enantioselective allene-anhydride approach to β,γ-unsaturated enones bearing an α-all-carbon-quarternary center.

Authors:  Yuan Yuan; Xue Zhang; Hui Qian; Shengming Ma
Journal:  Chem Sci       Date:  2020-07-22       Impact factor: 9.825

  6 in total

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