Copper-Catalyzed Asymmetric Synthesis of Tertiary α-Hydroxy Phosphonic Acid Derivatives with In Situ Generated Nitrosocarbonyl Compounds as the Oxygen Source

2014 ◽  
Vol 53 (52) ◽  
pp. 14472-14475 ◽  
Author(s):  
Biplab Maji ◽  
Hisashi Yamamoto
Keyword(s):  
Asymmetric Synthesis ◽  
Phosphonic Acid

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

Strategies of In Situ Generated Magnesium Catalysis in Asymmetric Reactions

Synlett ◽  
2021 ◽  
Author(s):  
Dongxu Yang ◽  
Linqing Wang
Keyword(s):  
Asymmetric Synthesis ◽  
Alkaline Earth ◽  
Earth Metal ◽  
Asymmetric Reactions ◽  
Chiral Ligands ◽  
Alkaline Earth Metal ◽  
Enantioselective Reactions ◽  
Earth's Crust

AbstractMagnesium (Mg) is a cheap, non-toxic, and recyclable alkaline earth metal that constitutes about 2% weight in the Earth’s crust. The use of magnesium catalysts to forge chiral moieties in molecules is highly attractive. Based on our work in recent years, we describe the current progress in the development of in situ generated magnesium catalysts and their application in asymmetric synthesis. In this perspective, a critically concise classification of in situ generated magnesium catalytic modes, with relevant examples, is presented, and representative mechanisms of each category are discussed. Building on the established diverse strategies, one can foresee that more innovative and structurally creative magnesium catalysts that are generated in situ will be developed to overcome more formidable challenges of catalytic enantioselective reactions.1 Introduction2 Magnesium Catalysts Generated in Situ from Chiral Ligands Containing Dual Reactive Hydrogens3 Magnesium Catalysts Generated in Situ from Monoanionic Chiral Ligands4 Bimetallic and Polymetallic Magnesium Catalysts Assembled in Situ5 Summary and Outlook

scholarly journals Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4+1] Annulation Between Ammonium Ylides and In Situ Generated o -Quinone Methides

2017 ◽  
Vol 23 (21) ◽  
pp. 5137-5142 ◽  
Author(s):  
Nicole Meisinger ◽  
Lukas Roiser ◽  
Uwe Monkowius ◽  
Markus Himmelsbach ◽  
Raphaël Robiette ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Quinone Methides

scholarly journals Asymmetric Synthesis of Chiral Amino Carboxylic‐Phosphonic Acid Derivatives

2020 ◽  
Author(s):  
Hao‐Qiang Cao ◽  
Jun‐Kuan Li ◽  
Fa‐Guang Zhang ◽  
Dominique Cahard ◽  
Jun‐An Ma
Keyword(s):  
Asymmetric Synthesis ◽  
Phosphonic Acid
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