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Problem_set_11 - formulation to determine the number of...

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Problem set 11; Chem. 127/227; Fall quarter 2007 Examine the transformations shown below. (a) In each instance, determine the type of pericyclic reaction (electrocyclic, cycloaddition, sigmatropic rearrangement, or a cheletropic process) that is illustrated. (b) For each sigmatropic rearrangement, determine the order, [i,j], and whether the migration occurs suprafacially or antarafacially. For carbon migrations, determine whether the allowed pathway occurs with retention or inversion of configuration. Your response to part ‘e’, below, should help you with this one. (c) Formulate a curly arrow pathway to account for each transformation. Use this
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Unformatted text preview: formulation to determine the number of electrons that are associated with the pathway. (d) Formulate a basis set that represents the orbital array for the starting structure. (e) In each instance, formulate a cyclic array corresponding to the thermally allowed pathway and determine the number of sign inversions in each array. H 2 C O HO D A B D B/A A/B H H In addition to the parts a-e above, specify the orientation for substituents A and B corresponding to the allowed pathway. Finally, apply your knowledge of nomenclature for bicyclic systems, and determine the nature of the bicyclic framework for this case and the one shown below. H H X X +...
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