Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization

Alexander B. Draganov; Ke Wang; Jalisa Holmes; Krishna Damera; Danzhu Wang; Chaofeng Dai; Binghe Wang

doi:10.1039/C5CC05890B

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Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization†

Alexander B. Draganov,^a Ke Wang,^a Jalisa Holmes,^a Krishna Damera,

^a Danzhu Wang,^a Chaofeng Dai^a and Binghe Wang*^a

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* Corresponding authors

^a Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, Georgia, USA
E-mail: wang@gsu.edu

Abstract

The feasibility of a neighboring boronic acid-facilitated facile condensation of an aldehyde is described. This reaction is bio-orthogonal, complete at room temperature within minutes, and suitable for bioconjugation chemistry. The boronic acid group serves the dual purpose of catalyzing the condensation reaction and being a handle for secondary functionalization.

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Article information

DOI: https://doi.org/10.1039/C5CC05890B
Article type: Communication
Submitted: 15 Jul 2015
Accepted: 24 Aug 2015
First published: 24 Aug 2015

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Chem. Commun., 2015,51, 15180-15183

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Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization

A. B. Draganov, K. Wang, J. Holmes, K. Damera, D. Wang, C. Dai and B. Wang, Chem. Commun., 2015, 51, 15180 DOI: 10.1039/C5CC05890B

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Chemical Communications

Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization†

Abstract

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Click with a boronic acid handle: a neighboring group-assisted click reaction that allows ready secondary functionalization

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