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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
要旨

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.

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Sigma-Aldrich
リン酸, ACS reagent, ≥85 wt. % in H2O
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リン酸, 85 wt. % in H2O, 99.99% trace metals basis
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リン酸, ACS reagent, ≥85 wt. % in H2O
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リン酸, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥85%
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リン酸, crystalline, ≥99.999% trace metals basis
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リン酸, puriss. p.a., crystallized, ≥99.0% (T)
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リン酸, puriss., meets analytical specification of Ph. Eur., BP, NF, FCC, 85.0-88.0%
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リン酸, BioUltra, ≥85% (T)
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リン酸, ≥85 wt. % in H2O, ≥99.999% trace metals basis
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リン酸, BioReagent, suitable for insect cell culture, 85%
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リン酸, JIS special grade, ≥85.0%
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リン酸 溶液, 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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リン酸, SAJ first grade, ≥85.0%
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リン酸 溶液, NMR reference standard, 85% in D2O (99.9 atom % D), NMR tube size 5 mm × 8 in.