One-Pot Synthesis of a-Substituted Hydroxylamine Derivatives from
Aldehydes Using Lithium Perchlorate/Diethyl Ether as a Catalyst
OAne-Pot Synthesisk of a-Substitubted Hydroxaylaminesr Heydari,*a Morteza Mehrdad,b Hossein Tavakola
a Chemistry Department, Tarbiat Modarres University, P. O. Box 14155-4838, Tehran, Iran
Fax +98(21)8006544; E-mail: akbar.heydari@gmx.de
b Department of Phytochemistry, Shahid Beheshti University, Evin 1983963113, Tehran, Iran

Abstract: O-(Trimethylsilyl)oxime ethers, generated in situ by reaction
of aldehydes and O-(trimethylsilyl)hydroxylamine in lithium
perchlorate/diethyl ether solution, are highly reactive species and
undergo facile reaction with silylated nucleophiles, such as trimethylsilyl
cyanide and the binary reagent (MeO)3P/Me3SiCl, to give asubstituted
hydroxylamine derivatives.
Key words: lithium perchlorate, oximes, a-substituted hydroxylamines