We employed the membrane of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) liposomes suspended in water as a microenvironment for carrying out the organocatalytic epoxidation of an α-alkylidene oxindole. The reaction proceeds smoothly and displays diastereo- and enantio-selectivity that differs from what is achieved under bulk solution conditions. The potential of organocatalytic approaches for synthetic transformations in aqueous phase in the presence of dispersed membranes is briefly discussed.
Organocatalytic Stereoselective Epoxidation of α-alkylidene Oxindoles Using α,α-diphenylprolinol in Liposome Membrane / Gasperi, T.; Tortora, C.; Miceli, M.; Steiniger, F.; Walde, P.; Stano, P.. - In: CHEMCATCHEM. - ISSN 1867-3880. - 11:3(2019), pp. 974-978. [10.1002/cctc.201801677]
Organocatalytic Stereoselective Epoxidation of α-alkylidene Oxindoles Using α,α-diphenylprolinol in Liposome Membrane
Gasperi T.Primo
;Tortora C.Secondo
;Miceli M.;
2019
Abstract
We employed the membrane of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) liposomes suspended in water as a microenvironment for carrying out the organocatalytic epoxidation of an α-alkylidene oxindole. The reaction proceeds smoothly and displays diastereo- and enantio-selectivity that differs from what is achieved under bulk solution conditions. The potential of organocatalytic approaches for synthetic transformations in aqueous phase in the presence of dispersed membranes is briefly discussed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
