The use of 1,2-O-isopropylidene-α-d-xylofuranose as a chiral auxiliary in asymmetric cyclopropanation reactions

2009 ◽  
Vol 20 (9) ◽  
pp. 1065-1072 ◽  
Author(s):  
José M. Vega-Pérez ◽  
Ignacio Periñán ◽  
Fernando Iglesias-Guerra
Keyword(s):  
Chiral Auxiliary ◽  
Asymmetric Cyclopropanation

ChemInform Abstract: Asymmetric Cyclopropanation Using Amino Acid as Chiral Auxiliary.

ChemInform ◽  
2009 ◽  
Vol 40 (24) ◽  
Author(s):  
Debarati Mitra ◽  
Arjun Sengupta ◽  
Kumar Biradha ◽  
Amit Basak
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Asymmetric Cyclopropanation

Asymmetric cyclopropanation using amino acid as chiral auxiliary

2008 ◽  
Vol 19 (23) ◽  
pp. 2678-2681 ◽  
Author(s):  
Debarati Mitra ◽  
Arjun Sengupta ◽  
Kumar Biradha ◽  
Amit Basak
Keyword(s):  
Amino Acid ◽  
Chiral Auxiliary ◽  
Asymmetric Cyclopropanation

scholarly journals Role of Additives to Overcome Limitations of Intermolecular Rhodium-Catalyzed Asymmetric Cyclopropanation

2021 ◽  
Author(s):  
Jack C. Sharland ◽  
Bo Wei ◽  
David J. Hardee ◽  
Timothy R Hodges ◽  
Wei Gong ◽  
...  
Keyword(s):  
Chiral Auxiliary ◽  
Asymmetric Induction ◽  
Asymmetric Cyclopropanation ◽  
Enantioselective Syntheses

This study describes general methods for the enantioselective syntheses of disubstituted cyclopropane carboxylates including substitution patterns or heterocycle functionality previously observed as significant limitations. The key step is the dirhodium tetracarboxylate-catalyzed asymmetric cyclopropanation of vinyl arenes with aryl- or heteroaryldiazoacetates. The reactions are highly diastereoselective and high asymmetric induction could be achieved using either (<i>R</i>)-pantolactone as a chiral auxiliary or chiral dirhodium tetracarboxylate catalysts.

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