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Synfacts 2007(10): 1007-1007
DOI: 10.1055/s-2007-968950
DOI: 10.1055/s-2007-968950
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Ratanhine
E. P. Gillis, M. D. Burke*
University of Illinois at Urbana-Champaign, USA
Further Information
Publication History
Publication Date:
07 November 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200710/lookinside/thumbnails/10.1055-s-2007-968950-1.jpg)
Significance
Haloboronic acids protected with trivalent N-methyliminodiacetic acid ligands (e.g. A) undergo iterative Suzuki-Miyaura couplings because the protecting group induces boron pyramidalization that inhibits cross-coupling. Six examples are given along with an application to the synthesis of ratanhine.