Virtues of volatility: a facile transesterification approach to boronic acids

Boronic acids are an increasingly important compound class for many applications, including C-C bond formation reactions, medicinal chemistry, and diagnostics. The deprotection of boronic ester intermediates is frequently a problematic and inefficient step in boronic acid syntheses. We describe an a...

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Bibliographic Details
Main Authors: Hinkes, Stefan (Author) , Klein, Christian D. (Author)
Format: Article (Journal)
Language:English
Published: April 23, 2019
In: Organic letters
Year: 2019, Volume: 21, Issue: 9, Pages: 3048-3052
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b00584
Online Access:Verlag, Volltext: https://doi.org/10.1021/acs.orglett.9b00584
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Author Notes:Stefan P.A. Hinkes, Christian D.P. Klein
Description
Summary:Boronic acids are an increasingly important compound class for many applications, including C-C bond formation reactions, medicinal chemistry, and diagnostics. The deprotection of boronic ester intermediates is frequently a problematic and inefficient step in boronic acid syntheses. We describe an approach that highly facilitates this transformation by leveraging the volatility of methylboronic acid and its diol esters. The method is performed under mild conditions, provides high yields, and eliminates cumbersome and problematic purification steps.
Item Description:Gesehen am 10.10.2019
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b00584