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Cope Rearrangement

Example 4 is an Oxy-cope reaction, which forms an enol that then tautomerizes to an aldehyde. The last example shows an Oxy-Cope where a new 10-membered ring is formed. Mechanism:…

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Claisen Rearrangement

…by about 20 kcal/mol, owing mostly to the greater strength of C-O (pi) bonds (80 kcal/mol) versus C-C (pi) bonds (60 kcal/mol). Examples: Notes: In the first two examples, heating…

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Halogenation Of Ketones via Enols

…bromine like N-bromosuccinimide (NBS). Various acids can be used (e.g. HBr, acetic acid (AcOH). Examples: Notes: Example 1 shows formation of a new C-Br bond using HBr and Br2. Example…

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Amine Protection and Deprotection

Examples 2 and 3 show CBz protection. Example 4 shows a Boc deprotection of the amine under acidic conditions which leaves the CBz protected amine unaffected. Example 5 shows removal…

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