4. The anisole derivative below undergoes a selective cross coupling reaction on only one of the two bromides. Predict the structure of the product and explain why that is the mechanistically preferred product. OMe Pd°Ln, PhB(OH), (1 equiv) biaryl product Br K,PO,. THFM,0, 80 °c Br

4. The anisole derivative below undergoes a selective cross coupling reaction on only one of the two bromides. Predict the structure of the product and explain why that is the mechanistically preferred product. OMe Pd°Ln, PhB(OH), (1 equiv) biaryl product Br K,PO,. THFM,0, 80 °c Br

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.48P

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Question

4. The anisole derivative below undergoes a selective cross coupling reaction on only one of the two bromides. Predict the
structure of the product and explain why that is the mechanistically preferred product.
OMe
Pd°Ln, PhB(OH), (1 equiv)
biaryl product
Br
K,PO,. THFM,0, 80 °c
Br
5. A reaction proceeds with a 13:3 ratio of enantiomers. Convert this ratio to the percent enantiomeric excess (%ee).

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