1. Beginning with the single enantiomer of the starting materials listed, draw the product(s) of each reaction, clearly indicating stereochemistry. Indicate major and minor products, where relevant. DNR (does not react) is a possibility. For the cyclohexane, be sure to draw all relevant chair configurations. Br MeOH mod. heat NaOMe MeOH mod. heat Br Br NaOMe MeOH mod. heat NaOMe

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Chapter1: Chemical Foundations
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1. Beginning with the single enantiomer of the starting materials listed, draw the product(s) of
each reaction, clearly indicating stereochemistry. Indicate major and minor products, where
relevant. DNR (does not react) is a possibility. For the cyclohexane, be sure to draw all relevant
chair configurations.
Br
MeOH
mod. heat
NaOMe
MeOH
mod. heat
Br
(continued on back)
NaOMe
Br
MeOH
mod. heat
NaOMe
Subst
A-value
methyl
1.7 kcal/mol
O-Me 0.6 kcal/mol
Transcribed Image Text:1. Beginning with the single enantiomer of the starting materials listed, draw the product(s) of each reaction, clearly indicating stereochemistry. Indicate major and minor products, where relevant. DNR (does not react) is a possibility. For the cyclohexane, be sure to draw all relevant chair configurations. Br MeOH mod. heat NaOMe MeOH mod. heat Br (continued on back) NaOMe Br MeOH mod. heat NaOMe Subst A-value methyl 1.7 kcal/mol O-Me 0.6 kcal/mol
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