We showed in Figure 20.10 that a chairlike transition

Chapter 20, Problem 20.48

(choose chapter or problem)

We showed in Figure 20.10 that a chairlike transition state for a [3,3]-sigmatropic shift is allowed via frontier molecular orbital theory. (a) Write analogous pictures for a boatlike reaction geometry showing that this is also allowed. (b) Why are products from this reaction geometry formed to a much lower extent than those that proceed via a chairlike transition state?

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