Chapter 19: Enolates | Rutgers University Newark

University:
Rutgers University Newark
Course:
CHEM 336 | Organic Chemistry ||
Academic year:

2024
Views:

337

Pages:

9
Author:

Mahitab S.

CHAPTER 19 - ENOLATES Prerequisites for Ch. 19: NUCLEOPHILIC ADDITION (Ch. 15-18) ENOLATES α-ALCOHOL Ketones/Aldehydes CLAISEN ESTERS ENAMINES ACETOACETIC ESTER MALONIC ESTER CONJUGATE ENOLATE ADDITION (CLAISEN) SYNTHESIS Basic Conditions (pKa ~ 16) REACTIONS ALDOL REACTION CONDENSATION β-HYDROXY KETONE α,β-UNSATURATED KETONE CLAISEN CONDENSATION ALDOL 2) CROSSED ALDOL Two different carbonyl compounds Self-condensation side products Nitro compounds as electrophiles crossed aldol reaction involving a nitro compound 4) INTRAMOLECULAR intramolecular aldol reaction 5 vs 7 preferred 6 vs 4 preferred CLAISEN 1) CLAISEN CONDENSATION (Similar to Aldol)