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COPE ELIMINATION

COPE ELIMINATION. DUNIA IBRAHIM. TABLE OF CONTENTS. Objective Background Reaction and Mechanism Application and recent literature Conclusion references. OBJECTIVE. Mechanism of this reaction Application of this reaction in organic syntheses What is recent literature for this reaction

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COPE ELIMINATION

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  1. COPE ELIMINATION DUNIA IBRAHIM

  2. TABLE OF CONTENTS • Objective • Background • Reaction and Mechanism • Application and recent literature • Conclusion • references

  3. OBJECTIVE • Mechanism of this reaction • Application of this reaction in organic syntheses • What is recent literature for this reaction • To gain a knowledge about this reaction

  4. BACKGROUND • Cope elimination, developed by Arthur C. Cope, is an elimination reaction of an amine oxide to form an alkene and a hydroxylamine. The reaction mechanism involves an intramolcular 5-membered cyclic transition state,[1] leading to a syn elimination product.

  5. BACKGROUND • This organic reaction gives the same result as the Hofmann elimination,[2] but the base is a part of the leaving group. The amine oxide is prepared by oxidation of the corresponding amine with an oxidant such as mCPBA. The actual elimination just requires heat.

  6. Reaction and Mechanism • The Cope Elimination is asynperiplanar elimination in which six electrons move in a five-membered ring according to a concerted, thermally-induced mechanism to yield an alkene and a hydroxylamine:

  7. Application and recent literature • Searching for Cyclin-Dependent Kinase Inhibitors Using a New Variant of the Cope Elimination

  8. Application and recent literature • An application is a synthesis of methylenecyclohexane : • Piperidines are resistant to an intramolecular Cope reaction but with pyrrolidine and with rings of size 7 and larger, the reaction product is an unsaturated hydroxyl amine. This result demonstrates the geometric constraints of a 5-membered cyclic transition state

  9. Conclusion • In the end we got to interact COPE ELIMINATION and it is easy to prepare and used many, study and stated much of books and websites

  10. references • R. J. Gruffin, A. Henderson, N. J. Curtin, A. Echalier, J. A. Endicott, I. R. Hardcastle, D. R. Newell, M. E. M. Noble, L.-Z. Wang, B. T. Golding, J. Am. Chem. Soc., 2006, 128, 6012-6013 • Organic SynthesesLink , Coll. Vol. 4, p.612 (1963); Vol. 39, p.40 (1959). • facebook

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