Generation of allylic and benzylic organolithium reagents from the corresponding ester, amide, carbonate, carbamate and urea derivatives
作者:Emma Alonso、David Guijarro、Pedro Martínez、Diego J Ramón、Miguel Yus
DOI:10.1016/s0040-4020(99)00610-9
日期:1999.9
The reaction of different allylic and benzylic non-enolisable esters or amides (1), carbonates (4), carbamates (6, 7) and ureas (8) with an excess of lithium powder and a catalytic amount of naphthalene (10%) in the presence of an electrophile [iPrCHO, tBuCHO, PhCHO, Me2CO, Et2CO, (CH2)(5)CO, Ph2CO, MeSiCl] in THF at different temperatures (-78, -30 or 0 degrees C) leads, after hydrolysis with water, to the corresponding allylated or benzylated products (2). (C) 1999 Elsevier Science Ltd. All rights reserved.