Question

Draw one enantiomer of the major product of the folllowing Diels-Alder reaction. (Use wedge/dash bonds to indicate the orientation of substituents in the product. Hydrogen atoms on chirality centers must be shown explicitly.)

here are several regio- and stereochemical questions to be considered here: 1) Orientation of the dienophile relative to the diene: forming the endo or exo product (ester toward diene ? system or away from diene ? system)? forming the \"ortho\" or \"meta\" product (relationship between ester and dimethylamino groups in final product)? 2) Relative stereochemistry between the dimethylamino group, the ester group, the methyl group, and the deuterium atom in the final product?

Answer 1

Answer 2

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