ASUC chem 13 - CHEMISTRY 3B Professor Peter Vollhardt...

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CHEMISTRY 3B Professor Peter Vollhardt 10/09/08 Lecture 13 ASUC Lecture Notes Online is the only authorized note-taking service at UC Berkeley. Do not share, copy or illegally distribute (electronically or otherwise) these notes. Our student-run program depends on your individual subscription for its continued existence. These notes are copyrighted by the University of California and are for your personal use only. D O N O T C O P Y Sharing or copying these notes is illegal and could end note taking for this course. LECTURE O and N nucleophiles a. H 2 O or ROH: conjugate hydration or ether formation Ether formation: Strychnine synthesis by Woodward b. Amine additions, RNHR’: Amination 3. Organometallics RLi reagents attack mainly at C=O. Cuprates, R 2 CuLi, add 1,4- The mechanism is complex, and proceeds through initial electron transfer (radical intermediates). We can, however, think of it as a nucleophilic beta- addition. Note: cuprates are organometallics and moisture sensitive. The reaction is in aprotic media,
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ASUC chem 13 - CHEMISTRY 3B Professor Peter Vollhardt...

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