Issue 50, 2018

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

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

Supplementary files

Article information

Article type
Paper
Submitted
05 Jun 2018
Accepted
27 Jul 2018
First published
07 Aug 2018
This article is Open Access
Creative Commons BY license

RSC Adv., 2018,8, 28376-28385

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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