AI Article Synopsis
- A new method was created to synthesize enantiopure 2H-pyran-modified amino[5] and amino[6] helicenes.
- These helicenes were transformed into 1,3-disubstituted imidazolium salts, which served as precursors for NHC ligands.
- The NHC ligands were then used in a nickel-catalyzed enantioselective reaction, resulting in model helicene derivatives with an enantiomeric excess of up to 86%.
Article Abstract
A straightforward approach to enantiopure 2H-pyran-modified amino[5]helicenes and amino[6]helicenes was developed. They were converted to 1,3-disubstituted imidazolium salts and used as NHC ligand precursors in the Ni-catalysed enantioselective [2+2+2] cycloisomerisation of aromatic triynes to obtain the model helicene derivatives in up to 86% ee.
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| http://dx.doi.org/10.1039/c7cc00781g | DOI Listing |
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Oxahelicene NHC ligands in the asymmetric synthesis of nonracemic helicenes.
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Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic.
Article Synopsis
- A new method was created to synthesize enantiopure 2H-pyran-modified amino[5] and amino[6] helicenes.
- These helicenes were transformed into 1,3-disubstituted imidazolium salts, which served as precursors for NHC ligands.
- The NHC ligands were then used in a nickel-catalyzed enantioselective reaction, resulting in model helicene derivatives with an enantiomeric excess of up to 86%.
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