Highly Diastereoselective Addition of Cinnamylzinc Derivatives to α-Chiral Carbonyl Compounds

2008 ◽  
Vol 10 (1) ◽  
pp. 117-120 ◽  
Author(s):  
Guillaume Dunet ◽  
Peter Mayer ◽  
Paul Knochel
Keyword(s):  
Carbonyl Compounds ◽  
Diastereoselective Addition ◽  
Chiral Carbonyl Compounds

scholarly journals Enantiodifferentiation by 1H and 13C NMR Spectroscopy (Dirhodium Method) – Selectivity of Oxygen Functionalities

2008 ◽  
Vol 3 (3) ◽  
pp. 1934578X0800300
Author(s):  
Edison Díaz Gómez ◽  
Sándor Antus ◽  
Renáta Ferenczi ◽  
Barbara Rys ◽  
Anna Stankiewicz ◽  
...  
Keyword(s):  
Natural Products ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Density Functional Calculations ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
13C Nmr Spectroscopy ◽  
1H And 13C Nmr ◽  
Chiral Carbonyl Compounds ◽  
Oxygen Atoms

Chiral carbonyl compounds can easily be enantiodifferentiated by the dirhodium method. The rhodium atoms reveal a remarkable selectivity in binding to oxygen atoms, which is of great advantage for discriminating chiral polyoxygenated natural products. Amides are the strongest ligands followed by ketones and esters; ethers and alcohols/phenols are even less effective. This sequence is rationalized by electronic charges at the oxygen atoms, as obtained from density functional calculations.

Sign in / Sign up

Export Citation Format

Share Document