Highly diastereoselective epoxidation of allyl-substituted cycloalkenes catalyzed by metalloporphyrins.
Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. The "1 + H(2)O(2)" and "2 + 2,6-Cl(2)pyNO" protocols afforded trans-epoxides selectively in good yields (up to 99%) with up to >99:1 trans-selectivity.
Chan
Wing-Kei
WK
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
Liu
Peng
P
Yu
Wing-Yiu
WY
Wong
Man-Kin
MK
Che
Chi-Ming
CM