scholarly journals Correction and removal of expression of concern: Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and l-(−)-CCG-II

2020 ◽  
Vol 18 (27) ◽  
pp. 5264-5264
Author(s):  
Pradeep Kumar ◽  
Abhishek Dubey ◽  
Anand Harbindu
Keyword(s):  
Chiral Epoxides

Correction and removal of expression of concern for ‘Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and l-(−)-CCG-II’ by Pradeep Kumar et al., Org. Biomol. Chem., 2012, 10, 6987–6994, DOI: 10.1039/C2OB25622C.

Biocatalysis as an alternative for the production of chiral epoxides: A comparative review

2011 ◽  
Vol 72 (3-4) ◽  
pp. 77-89 ◽  
Author(s):  
Hui Lin ◽  
Jing-Yuan Liu ◽  
Hai-Bo Wang ◽  
Abeer Ahmed Qaed Ahmed ◽  
Zhong-Liu Wu
Keyword(s):  
Chiral Epoxides ◽  
Comparative Review

scholarly journals Chiral Epoxides via Borane Reduction of 2-Haloketones Catalyzed by Spiroborate Ester: Application to the Synthesis of Optically Pure 1,2-Hydroxy Ethers and 1,2-Azido Alcohols

2011 ◽  
Vol 76 (6) ◽  
pp. 1883-1886 ◽  
Author(s):  
Kun Huang ◽  
Haiyang Wang ◽  
Viatcheslav Stepanenko ◽  
Melvin De Jesús ◽  
Carilyn Torruellas ◽  
...  
Keyword(s):  
Chiral Epoxides ◽  
Borane Reduction ◽  
Optically Pure

Catalytic Asymmetric Synthesis of P-Stereogenic Phosphines: Beyond Precious Metals

Synlett ◽  
2020 ◽  
Author(s):  
David S. Glueck
Keyword(s):  
Asymmetric Synthesis ◽  
Asymmetric Catalysis ◽  
Palladium Catalysts ◽  
Precious Metals ◽  
Synthetic Methods ◽  
Secondary Phosphine ◽  
Phosphine Oxides ◽  
Chiral Epoxides ◽  
Earth Abundant ◽  
Limonene Oxide

AbstractMetal-catalyzed asymmetric synthesis of P-stereogenic phosphines is a potentially useful approach to a class of chiral ligands with valuable applications in asymmetric catalysis. We introduced this idea with chiral platinum and palladium catalysts, exploiting rapid pyramidal inversion in diastereomeric metal–phosphido complexes (ML*(PRR′)) to control phosphorus stereochemistry. This Account summarizes our attempts to develop related synthetic methods using earth-abundant metals, especially copper, in which weaker metal–ligand bonds and faster substitution processes were expected to result in more active catalysts. Indeed, precious metals were not required. Without any transition metals at all, we exploited related P-epimerization processes to prepare enantiomerically pure phosphiranes and secondary phosphine oxides (SPOs) from commercially available chiral epoxides.1 Introduction2 Copper-Catalyzed Phosphine Alkylation3 Copper-Catalyzed Tandem Phosphine Alkylation/Arylation4 Nickel-Catalyzed Phosphine Alkylation5 Proton-Mediated P-Epimerization in Synthesis of Chiral Phosphiranes6 Diastereoselective Synthesis of P-Stereogenic Secondary Phosphine Oxides (SPOs) from (+)-Limonene Oxide7 Conclusions

General method for the synthesis of high enantiomeric purity chiral epoxides

1978 ◽  
Vol 43 (20) ◽  
pp. 3803-3807 ◽  
Author(s):  
William H. Pirkle ◽  
Peter L. Rinaldi
Keyword(s):  
Enantiomeric Purity ◽  
Chiral Epoxides ◽  
General Method

Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and l-(−)-CCG-II

2012 ◽  
Vol 10 (34) ◽  
pp. 6987-6994 ◽  
Author(s):  
Pradeep Kumar ◽  
Abhishek Dubey ◽  
Anand Harbindu
Keyword(s):  
Natural Products ◽  
Chiral Epoxides ◽  
Practical Synthesis

A very concise and practical synthesis of cascarillic acid, grenadamide and l-CCG-II, a cyclopropane containing natural products is accomplished employing Wadsworth-Emmons cyclopropanation reaction as key step.

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