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Synthesis 2011(21): 3475-3481
DOI: 10.1055/s-0030-1260244
DOI: 10.1055/s-0030-1260244
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Mild One-Pot Conversion of Alkenes into Amines through Tandem Ozonolysis and Reductive Amination
Weitere Informationen
Received
30 June 2011
Publikationsdatum:
27. September 2011 (online)
Publikationsverlauf
Publikationsdatum:
27. September 2011 (online)
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Abstract
The selective reduction of hydroperoxyacetals to aldehydes by sodium triacetoxyborohydride provides the basis for a mild one-pot synthesis of amines from alkenes.
Key words
ozonolysis - hydroperoxyacetal - reductive amination - amine - sodium triacetoxyborohydride
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References
These authors contributed equally to this manuscript.
15All products were purified by flash chromatography to greater than 95% purity (NMR). Hydroperoxides were characterized by ¹H/¹³C NMR; aldehydes and amines were characterized by ¹H/¹³C NMR, IR, and HRMS.