T4.2 Spivak

Question 1

Alkyne –> Enol

Answer 1

Acid/Water

Question 2

Aldehyde/Ketone –> Aldol (Not mixed)

Answer 2

NaOH/H2O

Question 3

Aldehyde/Keytone –> Crossed Aldol

Answer 3

New Aldehyde/Ketone

LDA

Question 4

How to alkylate a Carbonyl with an alpha carbon

Answer 4

LDA to get the enolate

Alkyl halide to alkylate

Question 5

Aldol –> a,B Unsaturated Carbonyl

Answer 5

NaOH

Question 6

1,2 a, B Unsaturated Carbonyl –> Conjugated alcohol

Answer 6

Mg-R’

Question 7

1,4 a,B Unsaturated Carbonyl –> Nu on 4 (Michael Addition)

Answer 7

Nu (CN, enolate, amine, OH-,OR-)

Water(Or H transfer depending on Nu)

Question 8

1,3 a,B unsaturated carbonyl addition

Answer 8

DABCO

ALDEHYDE/KETONE

Question 9

Extend an ester into a chain

condensation

Answer 9

OEt-
Ester
(Intramolecular is called Diechman)

Question 10

Substitute an alpha hydrogen for a halide

Answer 10

HCl(to make Enol)
H2O
Br2 / Cl2

Question 11

Aldehyde/Ketone –> CA

Answer 11

NaOH (3 equiv)
I2
Base won’t stop going

Question 12

Aldehyde/Ketone–> Tautomerized enol form

Answer 12

Acid or Base