Selective Reductions

Question 1

What reagents are used to selectively reduce an ester group in the presence of other groups?

Answer 1

DIBAL, hexane

DIBAL = iBu2AlH

Question 2

Enone reduction of the alkene group?

What kind of reduction is this

Answer 2

Na, NH3(l), EtOH

Dissolving Metal Reduction

Question 3

Enone reduction of the carbonyl group?

Answer 3

NaBH4, CeCl3

Question 4

The dissolving metal reduction of an aromatic to a di-cyclohexene called and what reagents are used?

Answer 4

Na, NH3(l), EtOH

Question 5

Dissolving metal reductions use the following reagents:
Na, NH3(l), EtOH
What 4 functional groups is this reduction used on?

Answer 5

1) The alkene group in an enone
2) Aromatic to dicyclohexene (Birch reduction)
3) Alkyne to trans alkene
4)1-3, butadiene and but-2-ene

Question 6

What 2 reduction methods can be used to reduce a carbonyl to an alkane?

Answer 6

1) Wolff-Kishner

2) Clemmensen

Question 7

What are the reagents for a Wolff-Kishner Reduction?

Answer 7

H2NNH2, NaOH and heat

Question 8

What are the reagents for a Clemmensen Reduction?

Answer 8

Zn, HCl