This review provides a critical analysis of catalytic kinetic resolution re
actions from a practical perspective, asking the question of when, if ever,
is kinetic resolution the best option for the synthesis of an optically ac
tive target. A series of crucial conditions are identified, and it is postu
lated that if all of them are met, then indeed kinetic resolution can be hi
ghly practical. A variety of catalytic kinetic resolution processes are eva
luated in the context of these criteria, with particular emphasis on cataly
st availability, substrate scope, availability of the racemic substrate and
of alternative methods for accessing enantiopure substrate or product, and
key experimental considerations. It is found that several catalytic system
s have been developed that offer almost unbeatable methods for the preparat
ion of useful chiral building blocks.