Indium-copper-mediated barbier-grignard-type alkylation reaction of imines in aqueous media.
An efficient system of In/CuI/InCl3 was developed for Barbier-Grignard-type alkylation reactions of simple imines, using a one-pot condensation of various aldehydes, amines (including aliphatic and chiral version), and alkyl iodides in water or aqueous media. The reactions proceeded efficiently at room temperature to give the desired products in moderate to good yields. Good diastereoselectivities were obtained when using L-valine methyl ester as substrate.
Shen
Zhi-Liang
ZL
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
Loh
Teck-Peng
TP
D000478:Alkylation; D003300:Copper / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D007097:Imines; D007202:Indicators and Reagents; D007204:Indium; D014867:Water; D003300:Copper