5-exo versus 6-endo intramolecular carbolithiation of N-allyl-N-(2-lithioallyl)amines
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.
Barluenga, Jose,Sanz, Roberto,Fananas, Francisco J.
p. 2763 - 2766
(2007/10/03)
Regio- and stereoselective copper-induced isomerization of 2-alkenyl 2-lithiophenyl ethers to 2-(2-alkenyl)phenols
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.
Barluenga, Jose,Sanz, Roberto,Fananas, Francisco J.
p. 6103 - 6106
(2007/10/03)
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