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  • Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.

Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.

Organic letters (2013-08-30)
Alex W Gregory, Pavol Jakubec, Paul Turner, Darren J Dixon
PMID23985045
ZUSAMMENFASSUNG

A highly enantioselective hydroamination/N-sulfonyliminium cyclization cascade is reported using a combination of gold(I) and chiral phosphoric acid catalysts. An initial 5-exo-dig hydroamination and a subsequent phosphoric acid catalyzed cyclization process provide access to complex sulfonamide scaffolds in excellent yield and high enantiocontrol. The method can be extended to lactam derivatives, with excellent yields and enantiomeric excesses of up to 93% ee.

MATERIALIEN
Produktnummer
Marke
Produktbeschreibung
695017
Sigma-Aldrich
Phosphorsäure, ACS reagent, ≥85 wt. % in H2O
345245
Sigma-Aldrich
Phosphorsäure, 85 wt. % in H2O, 99.99% trace metals basis
438081
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Phosphorsäure, ACS reagent, ≥85 wt. % in H2O
466123
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Phosphorsäure, crystalline, ≥99.999% trace metals basis
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Phosphorsäure, BioUltra, ≥85% (T)
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Phosphorsäure, ≥85 wt. % in H2O, ≥99.999% trace metals basis
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Phosphorsäure, BioReagent, suitable for insect cell culture, 85%
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Phosphorsäure -Lösung, NMR reference standard, 85% in D2O (99.9 atom % D), NMR tube size 4.2 mm × 8 in. , WGS-5BL Coaxial NMR tube
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Phosphorsäure, puriss., ≥99%
698822
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Phosphorsäure -Lösung, NMR reference standard, 85% in D2O (99.9 atom % D), NMR tube size 5 mm × 8 in.
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Phosphorsäure -Lösung, NMR reference standard, 85% in D2O (99.9 atom % D), NMR tube size 3 mm × 8 in.