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

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

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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