. 2014 Jul 30;6(1):349–353. doi: 10.1039/c4sc01826e

Table 1. Allylation of imino ether 3. LDA = lithium diisopropylamide. Conversion and ratio of products determined by ¹H NMR analysis of the crude reaction mixture.


Entry	Conditions	Result
1	LDA, THF, 0 °C then allyl iodide	>95% conversion, 3 : 19, 1 : 10
2	KHMDS, THF, 5 min, 0 °C then allyl iodide	>95% conversion, 3 : 19, 3 : 1
3	KHMDS, THF, 30 min, 0 °C then allyl iodide	>95% conversion, 3 : 19, 2 : 1
4	Allyl iodide THF, add KHMDS over 10 min	98% Isolated yield, 3 : 19, >20 : 1

Table 1. Allylation of imino ether 3. LDA = lithium diisopropylamide. Conversion and ratio of products determined by 1H NMR analysis of the crude reaction mixture.