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Site-selective hexa-hetero-functionalization of alpha-cyclodextrin an archetypical C-6-symmetric concave cycle

Abstract : Access to C-n (n > 4) symmetric cyclic concave molecules with a different function on each of their n subunits is an unmet challenge. The reason lies in the lack of a post-functionalization method whose site selectivity is sufficiently understood, predictable and modulable to access most functionalization patterns. Here we disclose a new site-directing rule for a debenzylation reaction on cyclodextrins that solves this problem and allows the unprecedented access to penta- and ultimately hexa-differentiations of such C-6 concave cycles. This achievement opens the access to objects with very high-density information.
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https://hal.archives-ouvertes.fr/hal-01324074
Contributor : Dominique Martin <>
Submitted on : Tuesday, May 31, 2016 - 3:40:45 PM
Last modification on : Friday, May 24, 2019 - 5:24:09 PM

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Bo Wang, Elena Zaborova, Samuel Guieu, Marta Petrillo, Maxime Guitet,, et al.. Site-selective hexa-hetero-functionalization of alpha-cyclodextrin an archetypical C-6-symmetric concave cycle . Nature Communications, Nature Publishing Group, 2014, 5, pp.5354. ⟨10.1038/ncomms6354⟩. ⟨hal-01324074⟩

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