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Continuous flow, highly enantioselective Michael additions catalyzed by a PS-supported squaramide.
Org Lett. 2013 Jul 19; 15(14):3498-501.OL

Abstract

A polystyrene (PS) supported bifunctional squaramide organocatalyst promotes fast Michael addition of 2-hydroxy-1,4-naphthoquinone to nitroalkenes with very high enantioselectivities at low catalyst loadings. The polystyrene supported catalyst can be recycled up to 10 times without any decrease in enantioselectivity (average 96% ee) and adapted to continuous flow operation (24 h). A single flow experiment involving six different nitroalkenes in a sequential manner highlights the applicability of this methodology for rapid access to chemical diversity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Kasaplar P
Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona, Spain.
Rodríguez-Escrich C
No affiliation info available
Pericàs MA
No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

23837657

Citation

Kasaplar, Pinar, et al. "Continuous Flow, Highly Enantioselective Michael Additions Catalyzed By a PS-supported Squaramide." Organic Letters, vol. 15, no. 14, 2013, pp. 3498-501.
Kasaplar P, Rodríguez-Escrich C, Pericàs MA. Continuous flow, highly enantioselective Michael additions catalyzed by a PS-supported squaramide. Org Lett. 2013;15(14):3498-501.
Kasaplar, P., Rodríguez-Escrich, C., & Pericàs, M. A. (2013). Continuous flow, highly enantioselective Michael additions catalyzed by a PS-supported squaramide. Organic Letters, 15(14), 3498-501. https://doi.org/10.1021/ol400974z
Kasaplar P, Rodríguez-Escrich C, Pericàs MA. Continuous Flow, Highly Enantioselective Michael Additions Catalyzed By a PS-supported Squaramide. Org Lett. 2013 Jul 19;15(14):3498-501. PubMed PMID: 23837657.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Continuous flow, highly enantioselective Michael additions catalyzed by a PS-supported squaramide. AU - Kasaplar,Pinar, AU - Rodríguez-Escrich,Carles, AU - Pericàs,Miquel A, Y1 - 2013/07/09/ PY - 2013/7/11/entrez PY - 2013/7/11/pubmed PY - 2013/7/11/medline SP - 3498 EP - 501 JF - Organic letters JO - Org Lett VL - 15 IS - 14 N2 - A polystyrene (PS) supported bifunctional squaramide organocatalyst promotes fast Michael addition of 2-hydroxy-1,4-naphthoquinone to nitroalkenes with very high enantioselectivities at low catalyst loadings. The polystyrene supported catalyst can be recycled up to 10 times without any decrease in enantioselectivity (average 96% ee) and adapted to continuous flow operation (24 h). A single flow experiment involving six different nitroalkenes in a sequential manner highlights the applicability of this methodology for rapid access to chemical diversity. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23837657/Continuous_flow_highly_enantioselective_Michael_additions_catalyzed_by_a_PS_supported_squaramide_ L2 - https://doi.org/10.1021/ol400974z DB - PRIME DP - Unbound Medicine ER -