Abstract
Over the course of the present studies, a series of optically pure phosphines functionalized by chiral aziridines was synthesized in reasonable/good chemical yields. Their catalytic activity was checked in the enantioselective Friedel–Crafts alkylation of indoles by β-nitrostyrene in the presence of a copper(I) trifluoromethanesulfonate benzene complex. The corresponding Friedel–Crafts products were achieved efficiently in terms of chemical yield and enantioselectivity (up to 85% in some cases).
Highlights
The synthesis of various organic molecules in an asymmetric manner remains one of the most important trends in modern synthetic organic chemistry
Based on our experience in the field of asymmetric catalysis [35,36,37] and continuing our studies on phosphorus-containing chiral aziridines [33,34], we have attempted the synthesis of chiral aziridine–phosphines
The corresponding chiral phosphinoyl-aziridines were according to according general protocols reported by our groupby synthesized to general protocols reported our group [33,34]
Summary
The synthesis of various organic molecules in an asymmetric manner remains one of the most important trends in modern synthetic organic chemistry. Based on our experience in the field of asymmetric catalysis [35,36,37] and continuing our studies on phosphorus-containing chiral aziridines [33,34], we have attempted the synthesis of chiral aziridine–phosphines. Their catalytic ability was checked in the asymmetric Friedel–Crafts alkylation of indoles using β-nitrostyrene in the presence of a copper(I) triflate benzene complex.
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