Need D, E, F

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 20.50P
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Need D, E, F
12:47
10:24
Starting from (R)-3-methylhex-1-yne as the substrate at the center of
your page, draw a reaction map showing the regiochemical and
stereochemical outcome or outcomes for each of the following
series of reagents. (Draw the products.)
Name each of your products (skip A, B, and H), including
stereochemical designations for any chirality centers that are
generated.
A. HgSO4, H2SO4, H20
B. 1. 9-BBN; 2. H2O2, NaOH
C. Br2, CC14
D. HBr
E. xs HBr
F. HBr, ROOR
G. xs HBr, ROOR
H. 1.03; 2. H2O
I. H2, Lindlar's catalyst
Transcribed Image Text:12:47 10:24 Starting from (R)-3-methylhex-1-yne as the substrate at the center of your page, draw a reaction map showing the regiochemical and stereochemical outcome or outcomes for each of the following series of reagents. (Draw the products.) Name each of your products (skip A, B, and H), including stereochemical designations for any chirality centers that are generated. A. HgSO4, H2SO4, H20 B. 1. 9-BBN; 2. H2O2, NaOH C. Br2, CC14 D. HBr E. xs HBr F. HBr, ROOR G. xs HBr, ROOR H. 1.03; 2. H2O I. H2, Lindlar's catalyst
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