Week_7.2_PurpleBook_Answers

Week_7.2_PurpleBook_Answers - 184 Putting It Together:...

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OH OH O Putting It Together: Pericyclic Reaction Mechanisms 1. Provide a curved-arrow mechanism for each of the following transformations. These are all thermally initiated reactions, so make sure each pericyclic reaction is allowed! O O O O O O heat O + OH heat heat H H O O O 6e thermal DIS Diels-Alder (gives stereochem and endo selectivity) O O O H [3,3] sigma- tropic [3,3] sigma- tropic [3,3] sigma- tropic H + transfer OH OH OH O O OH + [3,3] sigma- tropic H + transfer, then elimination Tautomerize enol -> ketone Aldol H 2 O Week 7 184
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1. Consider the following interesting transformation: More Mechanisms and FMO Analysis OEt O + MgBr carbocation intermediate H + a) Provide a curved-arrow mechanism for the formation of the carbocation intermediate. b) The carbocation intermediate has a conjugated π -system .D rawt heHOMOo fth i s π -system and determine whether this thermal
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This note was uploaded on 05/01/2008 for the course CHEM 51 taught by Professor Gribble during the Spring '08 term at Dartmouth.

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Week_7.2_PurpleBook_Answers - 184 Putting It Together:...

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