ChemInform Abstract: (-)-(4S,5R)-4-(2-Pyridyl)-5-(diphenylphosphino)methyl-2,2-dimethyl-1,3- dioxolane, a New Chiral Ligand for Enantioselective Catalysis.

Background: The Diels-Alder reaction has been widely utilised in the syntheses of biologically important natural products over the years and continues to greatly impact modern synthetic methodology. Recent discovery of chiral organocatalysts, auxiliaries and ligands in organic synthesis has paved the way for their application in Diels-Alder chemistry with the goal to improve efficiency as well as stereochemistry. Objective: The review focuses on asymmetric syntheses of flavonoid Diels-Alder natural products that utilize chiral ligand-Lewis acid complexes through various illustrative examples. Conclusion: It is clear from the review that a significant amount of research has been done investigating various types of catalysts and chiral ligand-Lewis acid complexes for the enantioselective synthesis of flavonoid Diels-Alder natural products. The results have demonstrated improved yield and enantioselectivity. Much emphasis has been placed on the synthesis but important mechanistic work aimed at understanding the enantioselectivity has also been discussed.

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Cyclopropyl-containing sulfonyl amino acids: Exploring the enantioseparation through chiral ligand-exchange chromatography

Russian Journal of General Chemistry ◽

10.1134/s1070363217050309 ◽

2017 ◽

Vol 87 (5) ◽

pp. 1079-1084 ◽

Cited By ~ 1

Author(s):

R. Sardella ◽

F. Ianni ◽

L. Pucciarini ◽

M. Marinozzi ◽

S. S. Zlotskii ◽

...

Keyword(s):

Amino Acids ◽

Ligand Exchange ◽

Exchange Chromatography ◽

Chiral Ligand ◽

Ligand Exchange Chromatography ◽

Chiral Ligand Exchange

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Asymmetric hydrogenation by rhodium complex with d-trans-1,2-bis(diphenylphosphinoxy)cyclopentane as a chiral ligand

Tetrahedron Letters ◽

10.1016/s0040-4039(01)92618-8 ◽

1977 ◽

Vol 18 (3) ◽

pp. 295-296 ◽

Cited By ~ 61

Author(s):

Teruyuki Hayashi ◽

Masato Tanaka ◽

Ikuei Ogata

Keyword(s):

Asymmetric Hydrogenation ◽

Rhodium Complex ◽

Chiral Ligand

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Efficient synthesis of tetrahydrofurans with chiral tertiary allylic alcohols catalyzed by Ni/P-chiral ligand DI-BIDIME

Catalysis Science & Technology ◽

10.1039/d0cy02470h ◽

2021 ◽

Author(s):

Yu Mu ◽

Tao Zhang ◽

Yaping Cheng ◽

Wenzhen Fu ◽

Zuting Wei ◽

...

Keyword(s):

Reductive Cyclization ◽

Allylic Alcohols ◽

Chiral Ligand ◽

Efficient Synthesis

Efficient nickel-catalyzed stereoselective asymmetric intramolecular reductive cyclization of O-alkynones with P-chiral bisphosphorus ligand DI-BIDIME is reported.

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Dimethylzinc-mediated enantioselective addition of terminal alkynes to 1,2-diketones using perhydro-1,3-benzoxazines as ligands

Organic & Biomolecular Chemistry ◽

10.1039/d1ob00249j ◽

2021 ◽

Author(s):

Elena Prieto ◽

Rebeca Infante ◽

Javier Nieto ◽

Celia Andres

Keyword(s):

Chiral Ligand ◽

Terminal Alkynes ◽

Conformationally Restricted ◽

Enantioselective Addition

A conformationally restricted perhydro-1,3-benzoxazine derived from (-)-8-aminomenthol behaves as a good chiral ligand in the dimethylzinc-mediated enantioselective monoaddition of aromatic and aliphatic terminal alkynes to 1,2-diketones. The corresponding α-hydroxyketones were...

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Heterogeneous Enantioselective Catalysis with Chiral Encoded Mesoporous Pt−Ir Films Supported on Ni Foam

Chemistry - An Asian Journal ◽

10.1002/asia.202100966 ◽

2021 ◽

Author(s):

Sunpet Assavapanumat ◽

Sopon Butcha ◽

Somlak Ittisanronnachai ◽

Alexander Kuhn ◽

Chularat Wattanakit

Keyword(s):

Enantioselective Catalysis ◽

Ni Foam

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