CH204 - Test 3 Rxns

Addition of Weaker Nucleophiles to Aldehydes/Keytones

Hydrate formation

Hemiacetal formation

Acetal formation

CAN’T use a base

cyclic acetals

Nitrogen Nucleophiles with Primary Amines

Nitrogen Nucleophiles with Secondary Amines

Reductive Amination: Two Step Sequence

A reaction process that involves the conversion of carbonyl compounds to amines through the addition of ammonia or amines followed by reduction.

Reductive Amination: One Step Sequence

Wolff-Kishner Reduction

Enolate Formation

Thermodynamic Enolate

Kinetic Enolate

Enol formation

Enolate Alkylation

Aldol Condensation

Higher temperatures, longer reaction times, higher concentration of base

Acid-Catalyzed Aldol Condensation

Crossed Aldol Condensation

1, 2 addition

1, 4 addition

Gilman Reagent: Conjugate Addition

Michael Addition: Enolate Addition

Robinson Annulation

Michael Addition + Aldol Condensation