Chapter 21: 79P (page 817)
Draw the structure of the acyclic polyhydroxy aldehyde that cyclizes to each hemiacetal.
a.
Short Answer
a

Acyclic polyhydroxy aldehyde of a.
b

Acyclic polyhydroxy aldehyde of b.
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Chapter 21: 79P (page 817)
Draw the structure of the acyclic polyhydroxy aldehyde that cyclizes to each hemiacetal.
a.
a

Acyclic polyhydroxy aldehyde of a.
b

Acyclic polyhydroxy aldehyde of b.
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¶Ù°ù²¹·É t³ó±ð p°ù´Ç»å³Ü³¦³Ù f´Ç°ù³¾±ð»å w³ó±ð²Ô C±á3CH2CH2CH2NH2reacts with each carbonyl compound in the presence of mild acid.
a.

b.

c.

Devise a synthesis of each alkene using a Wittig reaction to form the double bond. You may use benzene and organic alcohols having four or fewer carbons as starting materials and any required reagents
a.

b.

What carbonyl compound and alcohol are formed by hydrolysis of each acetal?
a.

b.

c.

a. How many stereogenic centers are present in -D-galactose?
b. Label the hemiacetal carbon in -D-galactose.
c. Draw the structure of -D-galactose.
d. Draw the structure of the polyhydroxy aldehyde that cyclizes to - and
-D-galactose.
e. From what you learned in Section 21.16B, what product (s) is (are) formed
when -D-galactose is treated with CH3OH and an acid catalyst?

What starting materials are needed to prepare each alkene by a Wittig reaction? When there are two possible routes, indicate which route, if any, is preferred.
a.

b

c.

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