13 Be sure to answer all parts. One step in the synthesis of occidentalol, a natural product isolated from the eastern white cedar tree, involved the following reaction. ts A A. several A steps еВook H CH3O CH30 B (-)-occidentalol Print Part 1 out of 2 Draw the structure of A (use hashed wedged bonds to denote endo bonds and wedged bonds to denote -ferences exo bonds). draw structure ... 3 attempts left Check my work Next part

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter15: Benzene And Aromaticity
Section15.SE: Something Extra
Problem 24AP: Look at the three resonance structures of naphthalene shewn in Section 15-6, and account for the...
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13
Be sure to answer all parts.
One step in the synthesis of occidentalol, a natural product isolated from the eastern white cedar tree,
involved the following reaction.
ts
several
steps
еВook
H
HO.
CH3O
CH30
B
(-)-occidentalol
Print
Part 1 out of 2
Draw the structure of A (use hashed wedged bonds to denote endo bonds and wedged bonds to denote
еxo bonds).
eferences
draw structure ...
3 attempts left
Check my work
Next part
中
Transcribed Image Text:13 Be sure to answer all parts. One step in the synthesis of occidentalol, a natural product isolated from the eastern white cedar tree, involved the following reaction. ts several steps еВook H HO. CH3O CH30 B (-)-occidentalol Print Part 1 out of 2 Draw the structure of A (use hashed wedged bonds to denote endo bonds and wedged bonds to denote еxo bonds). eferences draw structure ... 3 attempts left Check my work Next part 中
14
Be sure to answer all parts.
Devise a stepwise mechanism for the conversion of M to N. N has been converted in several steps to
lysergic acid, a naturally occurring precursor of the hallucinogen LSD.
ts
CH3O.
Но
еВook
OCH3
.N
.N.
OCH3
three steps
NOCH3
Print
N-
N-
H
H
H
M
lysergic acid
eferences
Part 1 out of 2
Draw the product of the first step.
CO,CH3
+
NOCH3
draw structure ...
HN
M
中
Transcribed Image Text:14 Be sure to answer all parts. Devise a stepwise mechanism for the conversion of M to N. N has been converted in several steps to lysergic acid, a naturally occurring precursor of the hallucinogen LSD. ts CH3O. Но еВook OCH3 .N .N. OCH3 three steps NOCH3 Print N- N- H H H M lysergic acid eferences Part 1 out of 2 Draw the product of the first step. CO,CH3 + NOCH3 draw structure ... HN M 中
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