1. Copper(I) Alkoxide-Catalyzed Alkynylation of Trifluoromethyl Ketones
- Author
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Masakatsu Shibasaki, Rie Motoki, and Motomu Kanai
- Subjects
inorganic chemicals ,Hydrocarbons, Fluorinated ,Phenanthroline ,chemistry.chemical_element ,Medicinal chemistry ,Biochemistry ,Catalysis ,chemistry.chemical_compound ,Organic chemistry ,Physical and Theoretical Chemistry ,Addition reaction ,Trifluoromethyl ,Molecular Structure ,organic chemicals ,Organic Chemistry ,Enantioselective synthesis ,General Medicine ,Ketones ,Propargyl alcohol ,Copper ,chemistry ,Alkynylation ,Alkynes ,Alkoxide - Abstract
A general method for direct alkynylation of trifluoromethyl ketones was developed by using CuO(t)Bu-xantphos or phenanthroline complexes as catalysts. The ligands significantly enhanced the catalyst activity. In addition, KOTf, generated in the catalyst preparation step, exhibited some acceleration effects. A preliminary extension to a catalytic enantioselective CF3-substituted tertiary propargyl alcohol synthesis (up to 52% ee) is also described.
- Published
- 2007
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