Enolate Reactions / Condensations

0.0(0)
Studied by 0 people
call kaiCall Kai
learnLearn
examPractice Test
spaced repetitionSpaced Repetition
heart puzzleMatch
flashcardsFlashcards
GameKnowt Play
Card Sorting

1/10

encourage image

There's no tags or description

Looks like no tags are added yet.

Last updated 3:44 PM on 4/25/26
Name
Mastery
Learn
Test
Matching
Spaced
Call with Kai

No analytics yet

Send a link to your students to track their progress

11 Terms

1
New cards

Carbonyl—α-Carbon with α-Hydrogen(s) + strong base (LDA)

Enolate ion; resonance stabilized (2 forms)

<p>Enolate ion; resonance stabilized (2 forms)</p>
2
New cards

Enolate + E+ →

Add E+ to α-Carbon

<p>Add E<sup>+</sup> to α-Carbon</p>
3
New cards

Enolate + X2 →

Substitution of α-Carbon H for X

<p>Substitution of α-Carbon H for X</p>
4
New cards

Enolate + Alkyl group →

Addition of alkyl group to α-Carbon

<p>Addition of alkyl group to α-Carbon</p>
5
New cards

Ketone + 2° amine →

Enamine

<p>Enamine</p>
6
New cards

Enamine + Alkyl group →

Alkyl group adds to double C=C, N forms double bond

<p>Alkyl group adds to double C=C, N forms double bond</p>
7
New cards

Iminium cation + H3O+ →

Carbonyl + alkyl group

<p>Carbonyl + alkyl group</p>
8
New cards

Enamine + 1) Acyl group, 2) H3O+ →

β-diketone

<p>β-diketone</p>
9
New cards

Enolate + 1) its carbonyl, 2) H+ →

β-hydroxyketone or aldehyde

<p>β-hydroxyketone or aldehyde</p>
10
New cards

Aldehyde + aldehyde 1) LDA, 2) α-Carbon adds to carbonyl carbon, 3) H+ →

α,β-unsaturated aldehyde

<p>α,β-unsaturated aldehyde</p>
11
New cards
<p>Retrosynthesis of Aldol Condensation</p>

Retrosynthesis of Aldol Condensation

  • Cleave C=C — side w/o carbonyl is the carbonyl molecule, side with carbonyl is the enolate

  • Add H to enolate for the carbonyl

<ul><li><p>Cleave C=C — side w/o carbonyl is the carbonyl molecule, side with carbonyl is the enolate</p></li><li><p>Add H to enolate for the carbonyl</p></li></ul><p></p>