Hydroxytetraphenylenes as Chiral Ligands: Application to Asymmetric Darzens Reaction of Diazoacetamide with Aldehydes
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AbstractHydroxytetraphenylenes with rigid conformations are potential candidates for employment as chiral ligands in asymmetric synthesis. Highly diastereo-and enantioselective Darzens reactions between aldehydes and diazo-N, N-dimethylacetamide were found to be catalyzed by a chiral titanium complex formed in situ from Ti(OiPr)(4) and chiral 1,16-dihydroxytetraphenylene, leading to the formation of cis-glycidic amides in moderate to high yields with excellent enantiomeric purities (40-99% yield, up to 99% ee).
All Author(s) ListChai GL, Han JW, Wong HNC
Journal nameSYNTHESIS
Volume Number49
Issue Number1
Pages181 - 187
LanguagesEnglish-United Kingdom
Keywordsasymmetric catalysis, tetraphenylene, chiral ligand, Darzens reaction, diazoacetamide
Web of Science Subject CategoriesChemistry, Organic;Chemistry

Last updated on 2020-30-06 at 04:20