4. Below is a simplified mechanism for the epoxidation of styrene via two transition states (TS-1 and TS-2) to give the two enantiomeric products ((R) styrene oxide and (S) styrene oxide). H t-Bu- -t-Bu `t-Bu H., t-Bu (R) styrene oxide TS 1 + t-Bu styrene `t-Bu Mn t-Bu- -t-Bu Mn=0 t-Bu t-Bu H. --Bu (S) styrene oxide t-Bu TS 2 a) Circle which of the following best describes the relationship between TS-1 and TS-2? i) Regioisomeri; ii) Diastereomeric; iii) Enantiomeric; iv) Isomeric; v) Mesomeric.
4. Below is a simplified mechanism for the epoxidation of styrene via two transition states (TS-1 and TS-2) to give the two enantiomeric products ((R) styrene oxide and (S) styrene oxide). H t-Bu- -t-Bu `t-Bu H., t-Bu (R) styrene oxide TS 1 + t-Bu styrene `t-Bu Mn t-Bu- -t-Bu Mn=0 t-Bu t-Bu H. --Bu (S) styrene oxide t-Bu TS 2 a) Circle which of the following best describes the relationship between TS-1 and TS-2? i) Regioisomeri; ii) Diastereomeric; iii) Enantiomeric; iv) Isomeric; v) Mesomeric.
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 54AP
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Need help with part (a). Thank you :)
Transcribed Image Text:4. Below is a simplified mechanism for the epoxidation of styrene via two transition states (TS-1 and
TS-2) to give the two enantiomeric products ((R) styrene oxide and (S) styrene oxide).
Mn
H
t-Bu-
-t-Bu
't-Bu
t-Bu
H.,
(R) styrene oxide
TS 1
+
t-Bu
styrene
t-Bu
Mn
t-Bu-
-t-Bu
Mn=o
t-Bu
t-Bu
-t-Bu
(S) styrene oxide
t-Bu
TS 2
a) Circle which of the following best describes the relationship between TS-1 and TS-2?
i) Regioisomeri; ii) Diastereomeric; iii) Enantiomeric; iv) Isomeric; v) Mesomeric.
b) Place the styrene, TS-1, TS-2 and (R) styrene oxide and (S) styrene oxide on a single reaction
energy diagram. Your diagram should account for the observation of enantioselectivity but does not
need to account for which of the epoxides is the major product formed.
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