Hint 1. Assume the reaction can ONLY occur at the MOST ELECTRON RICH double bond. Hint 2. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer. 1 equivalent m-CPBA E ?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 30CTQ
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Please predict the outcome of each reaction below:
Type you answer as a letter: A, B,..... or F.
Problem 1: https://doi.org/10.1021/cl101705
Answer to Problem 1:
Hint 1. Assume the reaction can ONLY occur at the MOST ELECTRON RICH double bond.
Hint 2. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer.
Answer to Problem 2:
Problem 2: https://doi.org/10.1016/S0040-4039(00)76159-4
Answer to Problem 3:
Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer.
A
HO,
A
C
D
HỌ
HQ H
HQ H
НО H
H
HO
HO"
HO
HO
強強強強
H
H H
Problem 3: https://doi.org/10.1021/j-9093988
H CO₂Me
Answer to Problem 4:
Me
OSO
A
1 equivalent
m-CPBA
Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer.
H CO₂Me
?
H
E
HO H
H
HO
Me
Ph
B
Ph
Problem 4:https://doi.org/10.1021/j-00341a077
B
H Ph
B
H CO-M
E
?
Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer.
B
Me o
HO H
H₂
?
F
H H
HO.
Me
Ph
Ph
H₂
PIO₂
HO
1. BH₁
2. H₂O₂
HO.
Me
НО
с
H CO₂Me
Me
C
H
H
C
?
F
Ph
Ph
D
HO.
Me
HCO Me
D
HO H
Н.
Me o
H
H
Ph
Ph
Transcribed Image Text:Please predict the outcome of each reaction below: Type you answer as a letter: A, B,..... or F. Problem 1: https://doi.org/10.1021/cl101705 Answer to Problem 1: Hint 1. Assume the reaction can ONLY occur at the MOST ELECTRON RICH double bond. Hint 2. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer. Answer to Problem 2: Problem 2: https://doi.org/10.1016/S0040-4039(00)76159-4 Answer to Problem 3: Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer. A HO, A C D HỌ HQ H HQ H НО H H HO HO" HO HO 強強強強 H H H Problem 3: https://doi.org/10.1021/j-9093988 H CO₂Me Answer to Problem 4: Me OSO A 1 equivalent m-CPBA Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer. H CO₂Me ? H E HO H H HO Me Ph B Ph Problem 4:https://doi.org/10.1021/j-00341a077 B H Ph B H CO-M E ? Hint. Assume the reaction can ONLY occur from the least sterically hindered side of the molecule. Draw or build a 3-dimentional conformation to support your answer. B Me o HO H H₂ ? F H H HO. Me Ph Ph H₂ PIO₂ HO 1. BH₁ 2. H₂O₂ HO. Me НО с H CO₂Me Me C H H C ? F Ph Ph D HO. Me HCO Me D HO H Н. Me o H H Ph Ph
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