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Merck
  • Highly efficient enantioselective three-component synthesis of 2-amino-4H-chromenes catalysed by chiral tertiary amine-thioureas.

Highly efficient enantioselective three-component synthesis of 2-amino-4H-chromenes catalysed by chiral tertiary amine-thioureas.

Chemical communications (Cambridge, England) (2012-05-11)
Gaosheng Yang, Chongrong Luo, Xiaolong Mu, Tingting Wang, Xin-Yuan Liu
RESUMO

A three-component cascade reaction of salicylaldehyde, malononitrile/cyanoacetate and nitromethane catalysed by chiral tertiary amino-thioureas was developed, which leads to the production of highly functionalized 2-amino-4H-chromenes in good yields with good to excellent enantioselectivities.

MATERIAIS
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Sigma-Aldrich
Salicylaldehyde, reagent grade, 98%
Sigma-Aldrich
Nitromethane, ACS reagent, ≥95%
Sigma-Aldrich
Malononitrile, ≥99%
Sigma-Aldrich
Nitromethane, ReagentPlus®, ≥99.0%
Sigma-Aldrich
Salicylaldehyde, redist., ≥99.0% (GC)
Sigma-Aldrich
Salicylaldehyde, ≥98%, FG
Sigma-Aldrich
Nitromethane, suitable for HPLC, ≥96%
Sigma-Aldrich
Malononitrile, Arxada quality, ≥99.0% (calculated, GC, KF)
Supelco
Salicylaldehyde, analytical standard