Question

Organocuprates predominantly react to give 1,4-addition products with a.ß-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 an organocuprate reagent in situ. Sa MgBr Cul, THF, -30°C For this reaction draw the structure of the 1,2-addition product prepared without Cul, including stereochemistry, assuming that the major product is derived from the more stable chair conformation. • Use the wedge/hash bond tools to indicate stereochemistry where it exists.

Answer 1

-mg Br HOGHT THE, 30°c Hormigo on HO- The given procluct will be of 1,2 addition. This is goignanel escagent reaction which involves attack of alkyl anion at carbonyl Carbon followed by hook up

깨j 애 Me me T I
since the methyl group is equatorial up hence attack is possible from both sides