8 Organocuprates predominantly react to give 1,4-addition products with a,B-unsatu-rated carbonyl species, while Grignard reagents often add to the carbonyl, in a processreferred to as 1,2-addition. To increase the yield of 1,4-addition products, Cul is addedto convert an easily prepared Grignard reagent into a organocuprate reagent in situ(during the reaction). Predict the major product and stereochemistry of the followingreaction, assuming that the more stable chair product predominates.MgBrCul, THF, -30 C2. Equilibration tomore stable chairproduct in base

The detailed mechanism with stereochemistry is given below :

Answered: 8 Organocuprates predominantly react to…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.18P

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