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Highly enantioselective Michael additions in water catalyzed by a PS-supported pyrrolidine.
Org Lett. 2007 Sep 13; 9(19):3717-20.OL

Abstract

The development of a highly efficient, polymer-supported organocatalyst for the Michael addition of ketones to nitroolefins is described. A 1,2,3-triazole ring, constructed through a click 1,3-cycloaddition, plays the double role of grafting the chiral pyrrolidine monomer onto the polystyrene backbone and of providing a structural element, complementary to pyrrolidine, key to high catalytic activity and enantioselectivity. Optimal operation in water and full recyclability make the triazole linker attractive for the immobilization of organocatalysts.

Authors+Show Affiliations

Institute of Chemical Research of Catalonia (ICIQ), Avda. Països Catalans, 16, 43007 Tarragona, Spain.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17711288

Citation

Alza, Esther, et al. "Highly Enantioselective Michael Additions in Water Catalyzed By a PS-supported Pyrrolidine." Organic Letters, vol. 9, no. 19, 2007, pp. 3717-20.
Alza E, Cambeiro XC, Jimeno C, et al. Highly enantioselective Michael additions in water catalyzed by a PS-supported pyrrolidine. Org Lett. 2007;9(19):3717-20.
Alza, E., Cambeiro, X. C., Jimeno, C., & Pericàs, M. A. (2007). Highly enantioselective Michael additions in water catalyzed by a PS-supported pyrrolidine. Organic Letters, 9(19), 3717-20.
Alza E, et al. Highly Enantioselective Michael Additions in Water Catalyzed By a PS-supported Pyrrolidine. Org Lett. 2007 Sep 13;9(19):3717-20. PubMed PMID: 17711288.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective Michael additions in water catalyzed by a PS-supported pyrrolidine. AU - Alza,Esther, AU - Cambeiro,Xacobe C, AU - Jimeno,Ciril, AU - Pericàs,Miquel A, Y1 - 2007/08/21/ PY - 2007/8/23/pubmed PY - 2007/8/23/medline PY - 2007/8/23/entrez SP - 3717 EP - 20 JF - Organic letters JO - Org Lett VL - 9 IS - 19 N2 - The development of a highly efficient, polymer-supported organocatalyst for the Michael addition of ketones to nitroolefins is described. A 1,2,3-triazole ring, constructed through a click 1,3-cycloaddition, plays the double role of grafting the chiral pyrrolidine monomer onto the polystyrene backbone and of providing a structural element, complementary to pyrrolidine, key to high catalytic activity and enantioselectivity. Optimal operation in water and full recyclability make the triazole linker attractive for the immobilization of organocatalysts. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17711288/Highly_enantioselective_Michael_additions_in_water_catalyzed_by_a_PS_supported_pyrrolidine_ L2 - https://doi.org/10.1021/ol071366k DB - PRIME DP - Unbound Medicine ER -
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