Chiral ligand derived from (1S,2R)-norephedrine as a catalyst for enantioselective prochiral ketone reduction

2009 ◽  
Vol 20 (10) ◽  
pp. 1150-1153 ◽  
Author(s):  
Umesh Balakrishnan ◽  
Nallamuthu Ananthi ◽  
Sivan Velmathi
Keyword(s):  
Chiral Ligand ◽  
Ketone Reduction ◽  
Prochiral Ketone

Relationship between ethanol consumption rate and prochiral ketone reduction rate in bakers' yeast

1995 ◽  
Vol 80 (2) ◽  
pp. 208-210 ◽  
Author(s):  
Tadashi Kometani ◽  
Yasufumi Morita ◽  
Yoshiharu Kiyama ◽  
Hidefumi Yoshii ◽  
Ryuichi Matsuno
Keyword(s):  
Consumption Rate ◽  
Reduction Rate ◽  
Ethanol Consumption ◽  
Ketone Reduction ◽  
Prochiral Ketone

Separation of fudosteine on an achiral C18column by HPLC with chiral ligand-exchange selectors as mobile phase additives

2008 ◽  
Vol 20 (4) ◽  
pp. 585-594 ◽  
Author(s):  
J. Ma ◽  
J. Cao ◽  
M. J. Ding ◽  
L. H. Yuan ◽  
M. J. Zhai ◽  
...  
Keyword(s):  
Ligand Exchange ◽  
Mobile Phase ◽  
Chiral Ligand ◽  
Mobile Phase Additives ◽  
Chiral Ligand Exchange

Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid

2019 ◽  
Author(s):  
Timothy Newhouse ◽  
Aneta Turlik ◽  
Yifeng Chen ◽  
Anthony Scruse
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Late Stage ◽  
Membered Ring ◽  
Entry Point ◽  
Ketone Reduction ◽  
Coupling Approach

<div> <p>The total synthesis of principinol D, a rearranged kaurane diterpenoid, is reported. This grayanane natural product is constructed via a convergent fragment coupling approach, wherein the central 7-membered ring is synthesized at a late stage. The bicyclo[3.2.1]octane fragment is accessed by a Ni-catalyzed α-vinylation reaction. Strategic reductions include a diastereoselective SmI<sub>2</sub>-mediated ketone reduction with PhSH and a new protocol for selective ester reduction in the presence of ketones. The convergent strategy reported herein may be an entry point to the larger class of kaurane diterpenoids.</p> </div>

Enantioselective Syntheses of Flavonoid Diels-Alder Natural Products: A Review

2018 ◽  
Vol 15 (2) ◽  
pp. 221-229 ◽  
Author(s):  
Shah Bakhtiar Nasir ◽  
Noorsaadah Abd Rahman ◽  
Chin Fei Chee
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Lewis Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enantioselective Synthesis ◽  
Chiral Ligand ◽  
Asymmetric Syntheses ◽  
Diels Alder Reaction ◽  
Enantioselective Syntheses

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.

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

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.

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

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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