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Synfacts 2011(11): 1229-1229
DOI: 10.1055/s-0031-1289199
DOI: 10.1055/s-0031-1289199
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Chiral C(sp³) Boronate Building Blocks
J. Li, M. D. Burke*
University of Illinois at Urbana-Champaign, USA
Further Information
Publication History
Publication Date:
19 October 2011 (online)
![](https://www.thieme-connect.de/media/synfacts/201111/lookinside/thumbnails/10.1055-s-0031-1289199-1.jpg)
Significance
Herein, the stereoselective synthesis of a wide range of oxiranyl C(sp³) boronates from the corresponding olefins based on a pinene-derived iminodiacetic acid ligand is reported. These building blocks can be transformed into α-boryl aldehydes and onwards to B-protected haloboronic acids, which represent a new type of nucleophilic/electrophilic bifunctional reagent.