Draw the reactant(s) required for the following transformation. Include any relevant stereochemistry.

Predict the stereochemical outcome for the following E2 reaction. Draw only the major product of the reaction. NaOH ? Br

(a) Draw the product of the following [4 + 2] cycloaddition, which was carried out in the early stages of the synthesis of the alkaloid reserpine (Problem 22.83). Indicate the stereochemistry at any newly formed stereogenic centers. (b) Draw the p orbitals of the alkene and the terminal carbons of the conjugated diene, and show how the orientation of the reactants and orbital overlap lead to the observed stereochemistry.

Draw the products for the following reactions, assume the reagents are in excess unless other equivalents are listed. Clearly indicate the stereochemistry where important