122279-61-2Relevant academic research and scientific papers
5-exo versus 6-endo intramolecular carbolithiation of N-allyl-N-(2-lithioallyl)amines
Barluenga, Jose,Sanz, Roberto,Fananas, Francisco J.
, p. 2763 - 2766 (1997)
N-Allyl-N-(2-lithioallyl)amines undergo intramolecular carbametallation via 5-exo or 6-endo addition. The course of the reaction depends on the nitrogen electron density. 3-Functionalized-4-methylenepyrrolidines can be synthesized.
Regio- and stereoselective copper-induced isomerization of 2-alkenyl 2-lithiophenyl ethers to 2-(2-alkenyl)phenols
Barluenga, Jose,Sanz, Roberto,Fananas, Francisco J.
, p. 6103 - 6106 (2007/10/03)
N-Allyl-N-(2-lithioallyl)aniline undergoes intramolecular carbometallation via 5-exo addition on treatment with CuCN. 2-Alkenyl 2-bromophenyl ethers rearrange to 2-(2-alkenyl)phenols by bromine-lithium exchange and further transmetallation with CuCN.
N-Substituted Lithium 2-Lithioallylamines: New Intermediates in Synthesis
Barluenga, Jose,Foubelo, Francisco,Fananas, Francisco J.,Yus, Miguel
, p. 553 - 557 (2007/10/02)
N-Phenyl or N-benzoyl 2-halogenoallylamines (5) or (10) react successively with phenyl-lithium and lithium naphthalenide at -78 deg C to give the intermediates (4) or (11), which on reaction with electrophiles (water, deuterium oxide, dimethyl disulphide, aldehydes, ketones, or allyl bromide) yield functionalized allyl amines (6) and (12).The corresponding N-alkyl derivatives (9) afford prop-2-ynylamines (8) under the same reaction conditions.
