Use line structures and provide the missing substrate(s), reagent(s) and products (B - F) in the reactions below. One alphabetical letter may represent more than one substrate/product. Where stereochemistry is applicable, more than one product is required. The stereochemical relationships between product stereoisomers and mechanisms are not required. Please note the direction of arrows. (7) он NaH B E No acid! H,0, HO i. O3 ii. Zn, H,0 D iii. CrO3, H,SO4 (aq) i. BH3, THE ii. H,O2, HO F 3/4 +

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.6: Sigmatropic Shifts
Problem 20.12P
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Use line structures and provide the missing substrate(s), reagent(s) and products (B - F) in the reactions
below. One alphabetical letter may represent more than one substrate/product. Where
stereochemistry is applicable, more than one product is required. The stereochemical relationships
between product stereoisomers and mechanisms are not required. Please note the direction of arrows.
(7)
OH
NaH
В
E
C
No acid!
H20, HO-
i. O3
ii. Zn, H20
D
+
iii. Cro3, H,SO, (aq)
i. BH2, THE
ii. Н,О, но
F
3/4
ANSWERS (B – F):
Transcribed Image Text:Use line structures and provide the missing substrate(s), reagent(s) and products (B - F) in the reactions below. One alphabetical letter may represent more than one substrate/product. Where stereochemistry is applicable, more than one product is required. The stereochemical relationships between product stereoisomers and mechanisms are not required. Please note the direction of arrows. (7) OH NaH В E C No acid! H20, HO- i. O3 ii. Zn, H20 D + iii. Cro3, H,SO, (aq) i. BH2, THE ii. Н,О, но F 3/4 ANSWERS (B – F):
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