Severa, L.a, Adriaenssens, L.a, Vávra, J.a , Å aman, D.a, CÃsaÅ�ová, I.b, Fiedler, P.a and Teplý, F.a (2010) Highly modular assembly of cationic helical scaffolds: rapid synthesis of diverse helquats via differential quaternization. Tetrahedron, 66 (19). pp. 3537-3552. ISSN 00404020
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| Item Type: | Article |
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| Item Status: | Live Archive |
Abstract
A protocol for rapid and highly modular assembly of a diverse set of helquats is described. From a common bis-isoquinoline precursor, two successive distinct pyridine-type nitrogen quaternizations followed by rhodium-catalyzed 2+2+2 cycloaddition afford non-symmetric 7helquats. This route allows for straightforward molecular editing of cationic helical skeletons as exemplified by the synthesis of 15 different 5-, 6-, and 7helquats. © 2010 Elsevier Ltd. All rights reserved.
| Additional Information: | cited By 23 The final published version of this article can be accessed online at https://www.sciencedirect.com/science/article/pii/S0040402010003613 |
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| Keywords: | fused carbon nitrogen heterocycle, helquat, molecular scaffold, rhodium, unclassified drug, article, catalysis, cycloaddition, isomerization, priority journal, reaction analysis, synthesis |
| Subjects: | F Physical Sciences > F100 Chemistry |
| Divisions: | College of Science > School of Chemistry |
| ID Code: | 22742 |
| Deposited On: | 25 Jul 2018 10:42 |
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