Problem_set_11

Problem_set_11 - formulation to determine the number of...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
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
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

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 +...
View Full Document

Ask a homework question - tutors are online