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

Warning

This publication doesn't include Faculty of Education. It includes Faculty of Science. Official publication website can be found on muni.cz.

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	2309497.pdf
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.
Related projects:	CETOCOEN Excellence CETOCOEN Excellence RECETOX RI Molecules, complexes, macrocycles, and xerogels Chemical modification of bambusurils for adjusting their binding affinity and selectivity