Tuesday, 23 June 2015

synthesis - Stereochemistry of product in Diels-Alder reaction



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I have a few questions on this problem I solved:


1) Why does carbon "b" on methyl vinyl ketone attack carbon "5" on the lactone? Why not carbon "2"?


2) The answer key says that the end product should have "trans" stereochemistry. The internal ester group should be opposite the carbonyl group as shown in my picture. Why is this the case? Does this have to do with the endo rule?




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