100252-63-9Relevant academic research and scientific papers
Generation and reactivity of α-amino-substituted arylmethyllithium organometallics
Azzena, Ugo,Pilo, Luciano,Piras, Elisabetta
, p. 3775 - 3780 (2007/10/03)
Reductive cleavage of open chain and cyclic α-N,N-dialkylamino- substituted benzyl alkyl ethers 1a-f with a dispersion of Li metal and a catalytic amount of naphthalene in THF, allowed easy access to a wide array of α-N,N-dialkylamino-substituted benzyllithium derivatives. Reaction of these organometallics with various electrophiles afforded the expected products in satisfactory yields. (C) 2000 Elsevier Science Ltd.
Reductive Cleavage of N-Substituted 2-Aryl-1,3-oxazolidines: Generation of α-Amino-Substituted Carbanions
Azzena, Ugo,Melloni, Giovanni,Nigra, Cristina
, p. 6707 - 6711 (2007/10/02)
The behavior of several N-substituted 2-aryl-1,3-oxazolidines has been investigated under conditions of electron transfer from alkali metals in aprotic solvents.The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcohols in good yields.Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of α-tertiary amino-substituted carbanions.
