107261-79-0Relevant academic research and scientific papers
Synthesis of secondary amines by titanium-mediated transfer of alkenyl groups from alcohols
Ramanathan, Balasubramanian,Odom, Aaron L.
, p. 9344 - 9345 (2006)
Reaction of Ti(NMe2)4 with allyl alcohols and primary amines leads to the selective formation of secondary allylic amines. The allyl transfer from the alcohol to the amine occurs with selective allylic transposition. Due to substituent effects in the reactions, we postulate that the reaction occurs through a [2 + 2]/retro-[2 + 2]-cycloaddition mechanism. It was also found that a similar reaction could be accomplished with homoallylic alcohol. In this case, the more complex mechanism leads to the formation of 1-aza-spiro[5.5]undecane. Possible pathways for the homoallylic transfer and cyclization are discussed. Copyright
DIRECT REGIO- AND STEREO-SELECTIVE LITHIATION OF SECONDARY ALLYL AND METHYLALLYL AMINES: A NEW TYPE OF γ-AMINATED ORGANOLITHIUM REAGENTS IN ORGANIC SYNTHESIS
Barluenga, Jose,Foubelo, Francisco,Fananas, Francisco J.,Yus, Miguel
, p. 1524 - 1552 (2007/10/02)
Several secondary allyl and methylallylamines (6) have been regio- and stereo-selectively lithiated with t-butyl-lithium, giving the corresponding sp2 γ-aminated organolithium intermediates (7), which by reaction with electrophiles D2O, Me2S2,
