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Percy Julian, Robert Robinson, and the Identity of EseretholeAddison Ault The Nova production Percy JulianForgotten Genius, which included the very public disagreement over the identity of "eserethole," the key intermediate for the synthesis of the alkaloid physostigmine, left three important chemical questions unanswered. Ault, Addison. J. Chem. Educ.2008, 85, 1524.
Constitutional Isomers |
Enantiomers |
Natural Products |
Stereochemistry |
Synthesis
Diastereoselectivity in the Reduction of α-Hydroxyketones. An Experiment for the Chemistry Major Organic LaboratoryDavid B. Ball Describes a research type, inquiry-based project where students synthesize racemic ahydroxyketones using umpolung, a polarity-reversal approach; investigate chelating versus non-chelating reducing agents; and determine the diastereoselectivity of these reducing processes by NMR spectroscopy. Ball, David B. J. Chem. Educ.2006, 83, 101.
Addition Reactions |
Aldehydes / Ketones |
Chirality / Optical Activity |
Chromatography |
Conferences |
Constitutional Isomers |
Enantiomers |
NMR Spectroscopy |
Stereochemistry |
Synthesis |
Conformational Analysis
Conversion of an Aziridine to an Oxazolidinone Using a Salt and Carbon Dioxide in WaterJustin R. Wallace, Deborah L. Lieberman, Matthew T. Hancock, and Allan R. Pinhas An undergraduate laboratory experiment that allows for optimization of experimental reaction conditions for the conversion of a readily-available aziridine to the corresponding oxazolidinone using only carbon dioxide and a salt in water is discussed. A variety of salts were used to determine their effect on the reaction. In all cases, either no reaction occurred or a high yield of product was obtained. Ring opening of the less substituted carbonnitrogen bond predominates. This experiment allows students to optimize reaction conditions to obtain predominantly one of two regioisomers. Wallace, Justin R.; Lieberman, Deborah L.; Hancock, Matthew T.; Pinhas, Allan R. J. Chem. Educ.2005, 82, 1229.
EthersEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
Ethers
ChemPaths 104 M Jan 24John W. Moore Today in Chem 104:
* Lecture: Organic Chemistry
* Reading:
Kotz: Ch. 10, Sec. 3-4
Moore: Ch. 12: Sec. 1, 3-4
* Practice Quiz, Homework #1 due by 11:55pm Today!
* Also, Safety Quiz is due before lab this week.
Alcohols |
Ethers |
Aldehydes / Ketones |
Carboxylic Acids |
Amines / Ammonium Compounds
ChemPaths 104 F Jan 21John W. Moore Today in Chem 104:
* Lecture: Organic Structures; Isomers
* Reading:
Kotz Ch. 10, Sec. 1-2; Appendix E (pp. A-17-20)
Moore Ch. 3: Sec. 3-4; Ch. 8: Sec. 3, 5; App E (pp. A.26-A.30)
* Practice Quiz and Homework #1 are due by 11:55 pm M Jan 24.
