Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

被引:77
作者
Fuchs, B
Nelson, A
Star, A
Stoddart, JF
Vidal, SB
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[2] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel
关键词
combinatorial chemistry; macrocycles; supramolecular chemistry; template synthesis; transacetalation;
D O I
10.1002/anie.200351558
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.
引用
收藏
页码:4220 / 4224
页数:5
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