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. 2009;42(1):17-27.

Iterative Cross-Couplng with MIDA Boronates: Towards a General Platform for Small Molecule Synthesis

Eric P Gillis, Martin D Burke

Iterative Cross-Couplng with MIDA Boronates: Towards a General Platform for Small Molecule Synthesis

Eric P Gillis et al. Aldrichimica Acta. 2009.
No abstract available

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Figures

Figure 1
Figure 1
Analogous strategies for the synthesis of peptides and small molecules.
Figure 2
Figure 2
N-Methyliminodiacetic acid (MIDA)
Figure 3
Figure 3
Variable temperature NMR studies with MIDA boronate and N-methyldiethanolamine adducts that demonstrate the unique and remarkable conformational rigidity of the MIDA boronate framework.
Figure 4
Figure 4
A. Transmetalation in the Suzuki-Miyaura reaction requires a vacant and Lewis acidic p-orbital. B. Strongly electron-donating divalent ligands can attenuate boronic acid reactivity but typically require relatively harsh conditions for cleavage. C. The reactivity of a boronic acid can be reversibly attenuated with a trivalent ligand.
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Scheme 16
See this image and copyright information in PMC

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