Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2006

Chapter 18 Skills

Enols & Enolates

Knowledge - Level 1

Terminology:

aldol condensation, mixed aldol
Michael reaction, conjugate addition
Robinson annulation


Concepts - Level 2

recognize the nucleophilicity of carbonyl alpha-anions

recognize the special reactivity of conjugated enones towards nucleophiles
(conjugate or Michael addition)


Applications - Level 3

predict products of aldol ractions including cases of intramolecular or mixed reactions

predict products from Michael additions

illustrate or identify the Robinson annulation reaction sequence


Analytical Skills - Level 4

write mechanisms for aldol reactions

write mechanisms for alpha-substitution reactions

write mechanisms for conjugate addition reactions


Synthetic Skills - Level 5

create a synthetic sequence to prepare a given target molecule,
especially using aldol condensation