Programmed Synthesis of Hepta‐Differentiated β‐Cyclodextrin: 1 out of 117655 Arrangements

Cyclodextrin poly-functionalization has fueled progress in their use multiple applications such as enzyme mimicry, but also the polymer sciences, luminescence, sensors or for biomedical applications. However, regioselective access to a given pattern of functions on β-cyclodextrin is still very limited. We uncover new orienting group, thioacetate, that expands toolbox available cyclodextrin poly-hetero-functionalization using diisobutylaluminum hydride (DIBAL-H) promoted debenzylation. The usefulness this group illustrated first synthesis precisely hepta-hetero-functionalized β-cyclodextrin. By way comparison, random hepta-functionalization would give 117655 different molecules. This not simply vain quest Holy Grail CD hetero-functionalization, it illustrates versatility DIBAL-H oriented hetero-functionalization strategy, opening multitude useful functionalization patterns practical