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.
epoxidation; green chemistry; liposomes; organocatalysis; oxyndoles
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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]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1559065
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