Chemospecific monofunctionalization of alpha-cyclodextrin in the solid state |
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Authors: | Krois Bobek Werner Kahlig Brinker |
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Institution: | Institut fur Organische Chemie der Universitat Wien, Austria. |
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Abstract: | reaction: see text] The properties of the self-assembling aziadamantane inclusion complex with two alpha-cyclodextrin molecules have been exploited to perform a chemospecific monofunctionalization of alpha-cyclodextrin. The insertion of the photochemically generated carbenes takes place chemospecifically into the cyclodextrin's C-3-OH and C-2-OH bonds in 39 and 18% yield, respectively. This model reaction surpasses conventional methods in terms of yield as well as selectivity. |
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