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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Bibliographic Details
Published in:European Journal of Organic Chemistry 2006, Vol.2006 (4), p.909-915
Main Authors: Lüthje, Sonja, Bornholdt, Claudia, Lüning, Ulrich
Format: Review
Language:English
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)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500747