23.11 Carbonyl Condensations with Enamines: The Stork Reaction
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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 Green Enantioselective Aldol Condensation for the Undergraduate Organic LaboratoryGeorge D. Bennett The proline-catalyzed aldol condensation between acetone and isobutyraldehyde proceeds in good yield and with high enantioselectivity at room temperature. This multi-week experiment also illustrates a number of principles and trade-offs of green chemistry. Bennett, George D. J. Chem. Educ.2006, 83, 1871.