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Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

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Abstract

The formation of highly enantioenriched boronic esters through both stoichiometric and catalytic methods has received much attention over the past decade. Accordingly, the transformations of the boronic ester moiety into other functional groups is of considerable interest in synthesis. Specifically, transformations which retain the high enantioenrichment of the starting boronic ester, either through a stereoretentive or a stereoinvertive pathway, lead to the formation of new C–C, C–O, C–N, C–X, or C–H bonds at stereogenic centres. This feature article summarises the current state of the art in stereospecific transformations of both secondary and tertiary boronic esters into other functionalities and groups, whilst considering critically the transformations that are currently unattainable and would represent future advances to the field.

Graphical abstract: Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

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Publication details

The article was received on 16 Feb 2017, accepted on 29 Mar 2017 and first published on 29 Mar 2017


Article type: Feature Article
DOI: 10.1039/C7CC01254C
Citation: Chem. Commun., 2017, Advance Article
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    Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

    C. Sandford and V. K. Aggarwal, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC01254C

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