Organocuprates predominantly react to give 1, 4-addition products with a, B-unsaturated carbonyl species, while Grignard reagents often add to the carbonyl. in a process referred to as 1, 2-addition. To increase the yield of 1, 4-addition products, Cul is added to convert an easily prepared Grignard reagent into a organocuprate reagent in situ (during the reaction). Predict the major product and stereochemistry of the following reaction, assuming that the more stable chair product predominates.

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1. MgBr Cul, THF, -30°C 2. Equilibration to more stable chair product in base 1. MgBr Cul, THF, -30°C 2. Equilibration to more stable chair product in base

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Reaction Conjugate addition of vinyl Grignand to the reactant gives the produc... View the full answer