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Figure 2. Functional group limitations.
ASSOCIATED CONTENT
* Supporting Information
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Commun. 2011, 47, 6581−6583. (d) Bezier, D.; Venkanna, G. T.;
S
Sortais, J.-B.; Darcel, C. ChemCatChem 2011, 3, 1747−1750. (e) Das,
Typical experimental procedure and characterization for all
products present in the Supporting Information. This material
S.; Wendt, B.; Moller, K.; Junge, K.; Beller, M. Angew. Chem., Int. Ed.
̈
2012, 51, 1662−1666. (f) Volkov, A.; Buitrago, E.; Adolfsson, H. Eur.
J. Org. Chem. 2013, 11, 2066−2070.
(13) Das, S.; Addis, D.; Zhou, S.; Junge, K.; Beller, M. J. Am. Chem.
Soc. 2010, 132, 1770−1771.
AUTHOR INFORMATION
Corresponding Author
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(14) There are numerous reports regarding the safety hazard when
working with triethoxysilane; see: Wells, A. S. Org. Process Res. Dev.
2010, 14, 484−484.
Notes
(15) Das, S.; Addis, D.; Junge, K.; Beller, M. Chem.Eur. J. 2011, 17,
12186−12192.
The authors declare no competing financial interest.
(16) Lavis, J. M.; Maleczka Jr. R. E. Polymethylhydrosiloxane. e-
EROS Encyclopedia of Reagents for Organic Synthesis; John Wiley &
Sons, Ltd.: 2003, DOI: 10.1002/047084289X.rn00062.
ACKNOWLEDGMENTS
The Swedish Research Council and The Knut and Alice
Wallenberg Foundations are gratefully acknowledged.
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(17) Vastila, P.; Zaitsev, A. B.; Wettergren, J.; Privalov, T.; Adolfsson,
̈
̈
H. Chem.Eur. J. 2006, 12, 3218−3225.
(18) Zinc acetate was evaluated as a catalyst for the reduction of a
series of structurally different amides; N-benzoylpiperidine, cyclo-
hexyl(piperidin-1-yl)methanone, and (2-hydroxyphenyl)(piperidin-1-
yl)methanone, respectively, and in neither of these cases the formation
of the desired amines was observed.
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