Carbocation rearrangement problems - Chem 3a Sp11

Carbocation rearrangement problems - Chem 3a Sp11 -...

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Chem 3a Practice Problems, Prof. Carolyn Bertozzi, Spring 2011 More mechanisms: Crazy carbocation rearrangements a. b. c. d. e. This is a classic problem for first-year students of organic chemistry called the "norbornyl carbocation rearragement" problem. There are two mechanisms that can explain the
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Unformatted text preview: formation of a racemic mixture of products from a single enantiomer of the staring material. One involves a hydride shift (the "easy" mechanism) and the other an alkyl shift (the "hard" mechanism). See if you can come up with both....
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This note was uploaded on 09/07/2011 for the course CHEM 3A taught by Professor Fretchet during the Spring '08 term at Berkeley.

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