Slávik Petr, Torrisi Jacopo, Jurček Pia, Sokolov Jan, Šindelář Vladimír
Department of Chemistry, Faculty of Science, Masaryk University, 625 00 Brno, Czech Republic.
RECETOX, Faculty of Science, Masaryk University, 625 00 Brno, Czech Republic.
J Org Chem. 2023 Aug 18;88(16):11514-11522. doi: 10.1021/acs.joc.3c00667. Epub 2023 Jul 28.
A general strategy for the synthesis of 2,4'-disubstituted glycoluril enantiomers on a multigram scale using orthogonal protection is reported. The use of these glycolurils is demonstrated in the synthesis of enantiomerically pure bambus[6]uril macrocycles. Moreover, the deprotection of ()-1-phenylethyl substituents on the macrocycle was achieved, opening access to various chiral bambus[6]urils post-macrocyclization modification strategy.
报道了一种使用正交保护法以多克规模合成2,4'-二取代甘脲对映体的通用策略。这些甘脲在对映体纯的竹节[6]脲大环化合物的合成中得到了应用。此外,实现了大环上()-1-苯乙基取代基的脱保护,开启了通向各种手性竹节[6]脲大环化后修饰策略的途径。