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3. B-Protected Boronic Acids: Methodology Development and Strategic Application

J. J. Molloy, Allan J. B. Watson – 2016

Boron reagents are among the most heavily used and studied class of synthetic components throughout the chemical sciences, with essential roles in organic synthesis, sensing, drug design, and materials. Historically, in synthetic chemistry, the use of an organoboron unit generally quickly followed its installation, due to the perceived reactivity of these functional groups to the reaction conditions associated with common transformations. This lack of flexibility over when an organoboron residue is used in a synthetic route has inspired the development of several protecting group strategies. These methods have now enabled the practitioner to carry a boronic acid derivative through synthetic sequences, and releasing it for use when desired. This chapter will discuss several ‘gold standard’ B-protecting groups (BMIDA, BDAN, and BF3K) with a focus on their use in methodological development and target molecule synthesis.

Title
3. B-Protected Boronic Acids: Methodology Development and Strategic Application
Author
J. J. Molloy, Allan J. B. Watson
Date
2016
Identifier
DOI: 10.1021/bk-2016-1236.ch012
Source(s)
Citation
ACS Symposium Series 2016, 1236, Chapt. 12, 379–413.
Type
Text