The following is a proposed synthetic strategy that uses one starting alcohol in two separate single-step reactions (I and II) to make a pair of diene and dienophile which together undergo a Diels-Alder reaction to give a Diels-Alder product. The Diels-Alder product is subsequently converted to the final ether in a three-step synthesis (III, IV and V). Identify the reagent(s) from Table I required for each of those three sysnthese and place the number (A1, A2 ..., B1, B2..., or C1, C2 ...) that represents the reagent(s) in the given box right next to the corresponding step numbers (I to V) of the synthesis. DO NOT fill in any box with more than one number. (Note: This question is different from the previous synthesis question which allows two numbers for each box). You will be graded based on the number in each box. Do not fill in any single box with more than one number. Do not leave any box blank. (I) diene of OH (III, IV and V) Diesl-Alder product (II) dienophile
The following is a proposed synthetic strategy that uses one starting alcohol in two separate single-step reactions (I and II) to make a pair of diene and dienophile which together undergo a Diels-Alder reaction to give a Diels-Alder product. The Diels-Alder product is subsequently converted to the final ether in a three-step synthesis (III, IV and V). Identify the reagent(s) from Table I required for each of those three sysnthese and place the number (A1, A2 ..., B1, B2..., or C1, C2 ...) that represents the reagent(s) in the given box right next to the corresponding step numbers (I to V) of the synthesis. DO NOT fill in any box with more than one number. (Note: This question is different from the previous synthesis question which allows two numbers for each box). You will be graded based on the number in each box. Do not fill in any single box with more than one number. Do not leave any box blank. (I) diene of OH (III, IV and V) Diesl-Alder product (II) dienophile
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:QUESTION 2
The following is a proposed synthetic strategy that uses one starting alcohol in two separate single-step reactions (I and II) to make a pair of diene and
dienophile which together undergo a Diels-Alder reaction to give a Diels-Alder product. The Diels-Alder product is subsequently converted to the final ether in
a three-step synthesis (III, IV and V).
Identify the reagent(s) from Table I required for each of those three sysnthese and place the number (A1, A2
reagent(s) in the given box right next to the corresponding step numbers (I to V) of the synthesis. DO NOT fill in any box with more than one number. (Note:
This question is different from the previous synthesis question which allows two numbers for each box).
You will be graded based on the number in each box. Do not fill in any single box with more than one number. Do not leave any box blank.
B1, B2..., or C1, C2 ...) that represents the
(I)
diene
OH
(III, IV and V)
Diesl-Alder product
(II)
dienophile
Table I
Number
Reagent
Number
Reagent
Number
Reagent
A1
K
B1
Mg, ether
C1
CH2O
A2
NaOH
B2
NaBH4, CH3OH
C2
CH3CHO
Transcribed Image Text:Table I
Number
Reagent
Number
Reagent
Number
Reagent
A1
K
B1
Mg, ether
C1
CH2O
A2
NaOH
B2
NABH4, CH;OH
C2
CH;CHO
АЗ
CH;ONa, CH3OH
B3
1. LIAIH4; 2. H3O*
C3
A4
t-BUOK
B4
H2, Raney Ni
C4
CH,OH
A5
H2SO,
B5
PCC
C5
CH,COOCH,
A6
HBr
B6
Na;Cr;07, H;SO4
C6
CH;CH2I
A7
H3O*
B7
PBr3
C7
CH3MgBr
1. H2O, Hg(OAc)2;
2. NaBH4
1. ВНз-THF;
2. H2O2, NAOH
Os04, H2O2
1. Os; 2. (CH3)2S
1. CH3OH,
A8
B8
C8
Hg(OAc);; 2. NaBH4
A9
B9
Br2. H20
C9
A10
В10
МСРВА
C10
A11
B11
NBS (hv)
C11
Step I
Step II
Step III
Step IV
Step V
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