An efficient process for the redoctive cleavage of N-O bonds using samarium diiodide is detailed for a variety of slructural types to define the scope and limitations of the method. The reduction is shown to be compatible with base sensitive substrates such as lrifluoroacetamide derivatives, which c
The use of N,O-bis(tert-butoxycarbonyl)-hydroxylamine in the synthesis of N-hydroxylamines and hydroxamic acids
โ Scribed by Michael A. Staszak; Christopher W. Doecke
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 227 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
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Abstruct : Treatment of &,P(O)Cl with MesSiNI-IOSiM~ gives Pr$P(0)NHOSiMes. which is desilylated by methanol giving P&P(O)NHOH. The 0-p-nitrobenz.enesulphonyI derivative of this rearranges with KOBu' in BuYIH, an isopropyl group migrating from P to N and the phosphonamidate R'P(O)(OBu?NIIpi being fo
Becanse the N-and O-pho~hinoyl groups can change places prior to rearrangement, Ph2P(O)NHOP(O)Ar 2 and ArzP(O)NHOP(O)Ph z (Ar = p-tolyl) Ix)th give mixtures of two phosphonamidic-phosphinic anhydrides, Ph(PhNH)P(O)OP(O)Ar z attd Ar(ArNH)P(O)OP(O)Ph v on trcatmem with KOBu t in BuIOH. The transpositi