Boronate derivatives of bioactive amines: potential neutral receptors for anionic oligosaccharides.

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Gray, CW
Walker, BT
Foley, RA
Houston, TA
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2003
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Abstract

Oligomeric d-aminoboronates were synthesized via reductive amination of o-formylbenzene boronic acid with several polymines. The process entails the direct addition of o-formylbenzene boronic acid to the polyamine in methanol at room temperature followed by reduction of the resulting imine with NaBH4. Di-, tri-, and tetrameric d-aminoboronates have been prepared in this manner and these are anticipated to have enhanced affinities for certain oligosaccharides. A novel templating method for the synthesis of these compounds is also described.

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Tetrahedron Letters

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44

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Medicinal and biomolecular chemistry

Organic chemistry

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