Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5265948 | Tetrahedron Letters | 2013 | 4 Pages |
Abstract
The combination of (p-methoxyphenyl)imine, a bromonitroalkane, and zinc in the presence of catalytic indium allows straightforward access to β-nitroamine derivatives. The use of chiral sugar-derived imines furnished the corresponding β-nitroamines in high yields and stereoselectivities, from which the corresponding 1,2-diamines were easily obtained. The synthetic utility of the sugar-derived 1,2-diamines in the preparation of iminosugars was illustrated in a concise synthesis of 6-amino-1,6-dideoxynojirimycin.
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Authors
Raquel G. Soengas, Artur M.S. Silva,