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Chapter 11 403

Copyright © 2017 Pearson Education, Inc.

c.

Br

C

CH

O

O

BH

+

O

O

B

HO

PdL

2

37.

a.

c.

b.

O

d.

38.

a.

1. Li

2. CuI

1.

2. HCl

O

CH

3

CH

2

CH

2

CH

2

Br

(CH

3

CH

2

CH

2

CH

2

)

2

CuLi

CH

3

CH

2

CH

2

CH

2

CH

2

CH

2

OH

PCC

NaOCl

O

CH

3

CH

2

CH

2

CH

2

CH

2

CH

or

CH

2

Cl

2

CH

3

COOH

0 ºC

b.

CH

3

CH CHCH

3

RCOOH

O

CH

3

CH CHCH

3

O

1.

2. HCl

CH

3

CHCHCH

2

CH

3

OH

CH

3

H

2

SO

4

CH

3

CH CCH

2

CH

3

CH

3

CH

3

CH CuLi

2 2

)

(