Chemistry CHEM S-20ab Lecture Notes - Lecture 13: Halohydrin, Diol, Ozonolysis

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Draw a curved-arrow mechanism and predict the product of the following reactions: The three-membered cyclic ether is given the special name epoxide. Provide complete curved-arrow mechanisms for each step in the following transformation. Explain why the following halohydrin cannot be transformed into an epoxide: A much more convenient, one-step synthesis of epoxides from alkenes uses peroxycarboxylic acids, often called peracids. some examples: Draw the curved arrows for the following single-step synthesis of an epoxide from an alkene: Identify the molecular orbitals involved in this reaction. Provide a mechanism and explain why the indicated product is formed selectively in each of the following reactions: mcpba. Provide a mechanism that shows how the following epoxide reacts with the indicated. This reaction is quite useful for synthesis, because it forms a new carbon-carbon bond. Provide a synthetic route for the following transformation: What is the overall stereochemistry of the following transformation? mcpba.

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