Polyols as Templates for the Synthesis of Macrocycles from Boronic Acid Building Blocks

By using a norbornane tetraol 2 as a template, a bis(alkenyloxy)‐substituted boronic acid 5 was bound twice, and the resulting bis(boronic acid ester) 6 was cyclized by ring‐closing metathesis. The product bimacrocycle 7, or its hydrogenated analogue 8, are starting materials for subsequent reaction...

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Published inEuropean Journal of Organic Chemistry Vol. 2006; no. 4; pp. 909 - 915
Main Authors Lüthje, Sonja, Bornholdt, Claudia, Lüning, Ulrich
Format Book Review Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.02.2006
WILEY‐VCH Verlag
Subjects
Boronic acid
Macrocycles
Metathesis
Templates
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Summary:By using a norbornane tetraol 2 as a template, a bis(alkenyloxy)‐substituted boronic acid 5 was bound twice, and the resulting bis(boronic acid ester) 6 was cyclized by ring‐closing metathesis. The product bimacrocycle 7, or its hydrogenated analogue 8, are starting materials for subsequent reactions which give different endo‐functionalized macrocycles as diboronic acids or diphenols. The bis(boronic acid) 12 proved to be a receptor for polyols. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
Bibliography:ArticleID:EJOC200500747
Concave Reagents, 46. Part 45: U. Lüning, T. Marquaedt, Synthesis 2005, 1383.
ark:/67375/WNG-94JHFDF3-R
istex:38FE7B213F8909E502786E1102F91563269ED7E8
Concave Reagents, 46. Part 45: U. Lüning, T. Marquaedt
Synthesis
1383.
2005
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500747