551 / 912
Chapter 16 543
Copyright © 2017 Pearson Education, Inc.
b.
CH
3
CH
2
CH
2
CH
2
CH
3
+
CH
3
CH
2
MgBr
CH
3
CH
2
CH
2
CH
3
+
CH
3
CH
2
CH
2
MgBr
CH
3
CH
2
CH
2
OCH
2
CH
3
+
2 CH
3
CH
2
MgBr
C
O
C
O
C
O
75.
a.
CH
3
HO
CH
3
b.
O
CH
3 2
CH
CH
3
c.
O
Br
CH
3
d.
O
SCH
2
CH
3
CH
3
76.
Notice that ketal formation can be used to protect either ketones or 1,2-diols. Thus, in part
a
, the 1,2-diol is
protected by acetone, whereas in part
b
, the ketone is protected by 1,2-ethanediol.
a.
O
O
b.
O
O
77.
a.
N
C
H
3
C CH
3
c.
NH
O
b.
NCH
3
C
H
3
C CH
2
d.
O
HN