Regio- and stereoselective copper-induced isomerization of 2-alkenyl 2-lithiophenyl ethers to 2-(2-alkenyl)phenols
摘要:
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. (C) 1997 Elsevier Science Ltd.
5-exo versus 6-endo intramolecular carbolithiation of N-allyl-N-(2-lithioallyl)amines
摘要:
N-Allyl-N-(2-lithioallyl)amines undergo intramolecular carbometallation 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. (C) 1997 Published by Elsevier Science Ltd.
Regio- and stereoselective copper-induced isomerization of 2-alkenyl 2-lithiophenyl ethers to 2-(2-alkenyl)phenols
作者:José Barluenga、Roberto Sanz、Francisco J. Fañanás
DOI:10.1016/s0040-4039(97)01379-8
日期:1997.8
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. (C) 1997 Elsevier Science Ltd.
5-exo versus 6-endo intramolecular carbolithiation of N-allyl-N-(2-lithioallyl)amines
作者:José Barluenga、Roberto Sanz、Francisco J. Fañanás
DOI:10.1016/s0040-4039(97)00465-6
日期:1997.4
N-Allyl-N-(2-lithioallyl)amines undergo intramolecular carbometallation 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. (C) 1997 Published by Elsevier Science Ltd.