Merck

Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts.

Organic letters (2005-05-07)
Benedek Vakulya, Szilárd Varga, Antal Csámpai, Tibor Soós
ABSTRAKT

Cinchona alkaloid-derived chiral bifunctional thiourea organocatalysts were synthesized and applied in the Michael addition between nitromethane and chalcones with high ee and chemical yields.

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Sigma-Aldrich
Nitromethane, puriss., absolute, over molecular sieve (H2O ≤0.01%), ≥98.5% (GC)
Sigma-Aldrich
N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-6′-methoxy-9-cinchonanyl]thiourea, 90%
Sigma-Aldrich
N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-10,11-dihydro-6′-methoxy-9-cinchonanyl]thiourea, 90%
Sigma-Aldrich
N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea, ≥90.0%
Sigma-Aldrich
Nitromethane, ReagentPlus®, ≥99.0%
Sigma-Aldrich
Nitromethane, ACS reagent, ≥95%
Sigma-Aldrich
Nitromethane, suitable for HPLC, ≥96%