Synthesis of Enantiomerically Pure Bambus[6]urils Utilizing Orthogonal Protection of Glycolurils

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Authors

SLÁVIK Petr TORRISI Jacopo JURČEK Pia Yasmine SOKOLOV Jan ŠINDELÁŘ Vladimír

Year of publication 2023
Type Article in Periodical
Magazine / Source Journal of Organic Chemistry
MU Faculty or unit

Faculty of Science

Citation
Web https://pubs.acs.org/doi/10.1021/acs.joc.3c00667
Doi http://dx.doi.org/10.1021/acs.joc.3c00667
Keywords FLUORINATED BAMBUSURILS; DEPROTECTION; RECOGNITION; CUCURBITURIL; CATALYSTS; BINDING; WATER; ALKYL
Attached files
Description A general strategyfor the synthesis of 2N,4N & PRIME;-disubstitutedglycoluril enantiomers on a multigramscale using orthogonal protection is reported. The use of these glycolurilsis demonstrated in the synthesis of enantiomerically pure bambus[6]urilmacrocycles. Moreover, the deprotection of (S)-1-phenylethylsubstituents on the macrocycle was achieved, opening access to variouschiral bambus[6]urils via post-macrocyclization modificationstrategy.
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