19.8. Conjugate Addition to α, β-Unsaturated Carbonyl Compounds
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A One-Pot, Asymmetric Robinson Annulation in the Organic Chemistry Majors LaboratoryKiel E. Lazarski, Alan A. Rich, and Cheryl M. Mascarenhas Describes a one-pot, enantioselective, Robinson annulation geared towards the second-year organic chemistry major and demonstrating aspects of green chemistry. Lazarski, Kiel E.; Rich, Alan A.; Mascarenhas, Cheryl M. J. Chem. Educ.2008, 85, 1531.
Aldehydes / Ketones |
Asymmetric Synthesis |
Catalysis |
Chirality / Optical Activity |
Gas Chromatography |
HPLC |
NMR Spectroscopy |
Synthesis |
Green Chemistry
A Knoevenagel Initiated Annulation Reaction Using Room Temperature or Microwave ConditionsA. Gilbert Cook The product of a Knoevenagel initiated annulation reaction is identified through a guided prelab exercise of the synthesis of the Hagemann ester, and then through the analysis of GCMS, NMR, and IR spectra. The stereochemistry of the product is determined through the NMR spectrum and Karplus curve, and the student is required to write a mechanism for the reaction. Cook, A. Gilbert. J. Chem. Educ.2007, 84, 1477.
