One-Pot Multi-Component Synthesis and Solid State Structures of Functionally Rich Polyether Macrocycles

被引:22
作者
Vishe, Mahesh [1 ]
Hrdina, Radim [1 ]
Guenee, Laure [2 ]
Besnard, Celine [2 ]
Lacour, Jerome [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[2] Univ Geneva, Crystallog Lab, CH-1211 Geneva, Switzerland
基金
瑞士国家科学基金会;
关键词
catalysis; diazo carbonyl compounds; dirhodium complexes; macrocyclization; multi-component condensation reactions; C-H INSERTION; YLIDE FORMATION; INTRAMOLECULAR CYCLOPROPANATION; ENANTIOSELECTIVE SYNTHESIS; CARBENE INSERTION; DIRHODIUM(II); REARRANGEMENT; CATALYST; CYCLOADDITION; METHODOLOGY;
D O I
10.1002/adsc.201300462
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Densely functionalized polyether macrocycles can be prepared in one pot in yields up to 60% by the rhodium(II)-catalyzed decomposition of methyl diazoacetoacetate in the presence of a variety of substituted or unsaturated 5- and 6-membered ring cyclic ethers. A comprehensive analysis of the solid state conformations of the macrocyclic geometries is detailed as well as novel mechanistic insights about the multi-component condensation reaction.
引用
收藏
页码:3161 / 3169
页数:9
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