A chiral manganese porphyrin, [Mn(TCPP-Ind)Cl], was synthesized using cis-1-amino-2-indanol substituent. It showed remarkable catalytic activity and enantioselectivity in the epoxidation of olefins with O-2/RCHO. Terminal olefins and styrene derivatives were successfully oxidized (> 99% ee). TON of 73,000 was achieved in the epoxidation of alpha-methylstyrene after five times recycling. [GRAPHICS] .