Draw the expected major organic product of the Sharpless epoxidation of each allylic alcohol using (-)-diethyl tartrate as the chiral catalyst. (a) All hydrogen atoms are implied. If a chiral atom is attached to a hydrogen atom, you should not show the hydrogen atom but use either a wedge or a dashed bond. Apply formal charges where appropriate. Omit lone pairs and radical electrons from your answer. • Omit + signs between structures. HO P.3/Ⓡ • Sn

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[References]
Draw the expected major organic product of the Sharpless epoxidation of each allylic alcohol using (-)-diethyl tartrate as the chiral catalyst.
(a)
(b)
All hydrogen atoms are implied. If a chiral atom is attached to a hydrogen atom, you should not show the hydrogen atom but use either a wedge or a dashed bond.
Apply formal charges where appropriate.
Omit lone pairs and radical electrons from your answer.
• Omit + signs between structures.
●
HO
O
HO
-OCH3
کر
?
ChemDoodle
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Transcribed Image Text:[References] Draw the expected major organic product of the Sharpless epoxidation of each allylic alcohol using (-)-diethyl tartrate as the chiral catalyst. (a) (b) All hydrogen atoms are implied. If a chiral atom is attached to a hydrogen atom, you should not show the hydrogen atom but use either a wedge or a dashed bond. Apply formal charges where appropriate. Omit lone pairs and radical electrons from your answer. • Omit + signs between structures. ● HO O HO -OCH3 کر ? ChemDoodle Previous Next
[References]
Using your reaction roadmap as a guide, show how to convert 1-butene into dibutyl ether. You must use 1-butene as the source of all carbon atoms in the dibutyl ether.
(1)
(2)
(3)
(a) CH₂O¯Na+, CH3OH (d) H₂O
(b) OsO4, H₂O2
(c) 1. BH3
Suggest reagents and experimental conditions for each step in this synthesis.
From the choices provided, suggest appropriate reagents for each step. More than one reagent may be necessary. Use the minimum number of steps possible. Enter your answer as a letter, or a series of letters, in the order necessary
bring about the steps shown.
Reagents:
b
(4) C
2. H₂O2/NaOH
Br
Submit Answer
oll
1-butene
OH
Na+
(9) CH3 CN (j) Na, NH3 (1)
(e) NaOH, H₂O (h) Naº, THF (k) NBS, light
(f) CH3 CH₂ OH (1) PBr3
(I) NaNH,
Retry Entire Group 2 more group attempts remaining
(N-bromosuccinimide)
Previous
Transcribed Image Text:[References] Using your reaction roadmap as a guide, show how to convert 1-butene into dibutyl ether. You must use 1-butene as the source of all carbon atoms in the dibutyl ether. (1) (2) (3) (a) CH₂O¯Na+, CH3OH (d) H₂O (b) OsO4, H₂O2 (c) 1. BH3 Suggest reagents and experimental conditions for each step in this synthesis. From the choices provided, suggest appropriate reagents for each step. More than one reagent may be necessary. Use the minimum number of steps possible. Enter your answer as a letter, or a series of letters, in the order necessary bring about the steps shown. Reagents: b (4) C 2. H₂O2/NaOH Br Submit Answer oll 1-butene OH Na+ (9) CH3 CN (j) Na, NH3 (1) (e) NaOH, H₂O (h) Naº, THF (k) NBS, light (f) CH3 CH₂ OH (1) PBr3 (I) NaNH, Retry Entire Group 2 more group attempts remaining (N-bromosuccinimide) Previous
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