Asymmetric Reduction of Acetophenones with NaBH4 in the Presence of Mono-6-(1-methyl-3-imidazolium)-6-deoxy-β-cyclodextrin Tosylate |
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| Authors: | Weihua Tang Siu-Choon Ng Hardy Sze On Chan |
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| Institution: | (1) Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Singapore;(2) Division of Chemical and Biomolecular Engineering, College of Engineering, Nanyang Technological University, 50 Nanyang Avenue, 639798 Singapore, Singapore |
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| Abstract: | The asymmetric reduction of acetophenone and its derivatives was achieved with sodium borohydride utilizing a novel chiral
ionic liquid of β-cylclodextrin (CD), mono-6-(1-methyl-3-imidazolium)-6-deoxy-β-cyclodextrin tosylate (MIM-β-CDOTs). It was found that this chiral β-CD-based ionic liquid could provide higher enantioselectivity for the product alcohols. Moreover, the enantioselectivity
of the product alcohols was highly dependent on the structure of prochiral ketones, structure of CD and reduction temperature.
An erratum to this article can be found at |
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| Keywords: | asymmetric reduction host– guest cyclodextrin complex chiral ionic liquid enantioselectivity |
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