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Chemistry · L5 · Diels–Alder [4+2] Cycloaddition

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Orbital symmetry and stereochemistry of the Diels–Alder reaction: diene must adopt s-cis conformation; endo rule applies; syn addition to both components.

by @openstemUpdated Chemistry
s-cis Diene4π electronsHOMO: ψ₂Concerted[4+2] cycloadditionthermally allowedDienophile2π electronsLUMO: π*Cyclohexene productSyn additionEndo selectivityBond order: 1 new σ bond × 2+ 1 retained π bondStereochemistry retainedHOMO–LUMO overlap

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