Organocatalytic Stereoselective Epoxidation of α‐alkylidene Oxindoles Using α, α‐diphenylprolinol in Liposome Membrane. Issue 3 (9th January 2019)

• Record Type: Journal Article
• Authors: Gasperi, Tecla; Tortora, Carola; Miceli, Martina; Steiniger, Frank; Walde, Peter; Stano, Pasquale
• Is Part Of: ChemCatChem. Volume 11:Issue 3(2019)
• Page Start: 974
• Page End: 978
• Publication Date: 2019-01-09
• Subjects: liposomes -- organocatalysis -- green chemistry -- epoxidation -- oxyndoles; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201801677
• Languages: English
• ISSNs: 1867-3880

Abstract

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. Abstract : Put a ring on it : The employment of 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.