Synthesis of Spiroligomer-Containing Macrocycles

Autor:	Qingquan Zhao, Christian E. Schafmeister
Rok vydání:	2015
Předmět:	Macrocyclic Compounds Magnetic Resonance Spectroscopy Molecular Structure Chemistry Stereochemistry Organic Chemistry Molecular Conformation Stereoisomerism Nuclear magnetic resonance spectroscopy Combinatorial chemistry Molecular conformation Stereocenter Molecule
Zdroj:	The Journal of Organic Chemistry. 80:8968-8978
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.5b01109
Popis:	We demonstrate the synthesis and characterization of the solution conformations of a collection of functionalized spiroligomer-based macrocycles. These macrocycles contain 14 independently controllable stereocenters and four independently controllable functional groups on a highly preorganized scaffold. These molecules are being developed to display complex, preorganized surfaces for binding proteins and to create enzyme-like active sites. In this work, we demonstrate the convergent synthetic approach to this new class of macrocycles and demonstrate that the conformational properties of these molecules can be changed by altering the configuration stereocenters within the backbone.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c397ae262d3f0a55d60f1de1eb5da6b1 https://doi.org/10.1021/acs.joc.5b01109 Zobrazit plný text záznamu