Literature DB >> 16505920

Design and application of linked-BINOL chiral ligands in bifunctional asymmetric catalysis.

Masakatsu Shibasaki1, Shigeki Matsunaga.   

Abstract

The design and application of linked-BINOLs investigated in our group are reviewed. Linked-BINOLs are a kind of semi-crown ether, thus they are flexible and applicable to metals having various ionic radii (Ga3+, Li+, Zn2+, In3+, La3+, and Y3+). The flexible linker segment, containing a coordinative heteroatom, has a crucial role in the construction of a unique and effective chiral environment that is not accessible from BINOL itself. Applications of linked-BINOLs to an epoxide opening reaction, Michael reactions, a direct aldol reaction, direct Michael reactions of a hydroxyketone, and direct Mannich-type reactions of hydroxyketones and N-acylpyrrole are described.

Entities:  

Year:  2006        PMID: 16505920     DOI: 10.1039/b506346a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  11 in total

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Authors:  Melanie Thoss; Rüdiger W Seidel; Martin Feigel
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5.  Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2 -Symmetric Biaryls.

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Journal:  Angew Chem Int Ed Engl       Date:  2019-12-30       Impact factor: 15.336

6.  Synthesis and Characterization of Self-Assembled Chiral FeII 2 L3 Cages.

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Journal:  Chemistry       Date:  2018-09-06       Impact factor: 5.236

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Authors:  William D G Brittain; Steven L Cobb
Journal:  Org Biomol Chem       Date:  2019-02-20       Impact factor: 3.876

8.  Catalytic atroposelective synthesis of axially chiral benzonitriles via chirality control during bond dissociation and CN group formation.

Authors:  Ya Lv; Guoyong Luo; Qian Liu; Zhichao Jin; Xinglong Zhang; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2022-01-10       Impact factor: 17.694

9.  Non-precious metals catalyze formal [4 + 2] cycloaddition reactions of 1,2-diazines and siloxyalkynes under ambient conditions.

Authors:  Chintan S Sumaria; Yunus E Türkmen; Viresh H Rawal
Journal:  Org Lett       Date:  2014-06-09       Impact factor: 6.005

10.  Enantiodivergent [4+2] Cycloaddition of Dienolates by Polyfunctional Lewis Acid/Zwitterion Catalysis.

Authors:  Vukoslava Miskov-Pajic; Felix Willig; Daniel M Wanner; Wolfgang Frey; René Peters
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-28       Impact factor: 15.336

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