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Issue 50, 2018
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Preparation of prolinamide with adamantane for aldol reaction catalysis in brine and separation using a poly(AN-MA-β-CD) nanofibrous film via host–guest interaction

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Abstract

Prolinamides with double-H potential were prepared and employed as organocatalysts in asymmetric aldol reactions. The catalyst with adamantane showed improved catalytic activity, which was further enhanced by using brine as the solvent. A series of aldol reactions in brine at 0 °C provided good yields (up to 98%) with high diastereoselectivities (>99 : 1) and enantioselectivities (>99%). The prepared catalyst was adsorbed by a nanofibrous film of poly(AN-MA-β-CD) via host–guest interaction in the reaction system. The catalyst was separated from the film by applying ultrasound, with a total recovery of 96.2%. The catalyst was reused up to five times without a significant change in diastereoselectivity and enantioselectivity.

Graphical abstract: Preparation of prolinamide with adamantane for aldol reaction catalysis in brine and separation using a poly(AN-MA-β-CD) nanofibrous film via host–guest interaction

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Publication details

The article was received on 05 Jun 2018, accepted on 27 Jul 2018 and first published on 07 Aug 2018


Article type: Paper
DOI: 10.1039/C8RA04802A
RSC Adv., 2018,8, 28376-28385
  • Open access: Creative Commons BY license
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    Preparation of prolinamide with adamantane for aldol reaction catalysis in brine and separation using a poly(AN-MA-β-CD) nanofibrous film via host–guest interaction

    R. Wang, E. Xu, Z. Su, H. Duan, J. Wang, L. Xue, Y. Lin, Y. Li, Z. Wei and Q. Yang, RSC Adv., 2018, 8, 28376
    DOI: 10.1039/C8RA04802A

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