铟-铜介导的亚胺在水介质中的巴比耶-格氏型烷基化反应
Indium-copper-mediated barbier-grignard-type alkylation reaction of imines in aqueous media.
作者信息
Shen Zhi-Liang, Loh Teck-Peng
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
出版信息
Org Lett. 2007 Dec 20;9(26):5413-6. doi: 10.1021/ol702263b. Epub 2007 Dec 1.
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.
开发了一种高效的In/CuI/InCl₃体系，用于简单亚胺的巴比耶-格氏型烷基化反应，该反应在水或水性介质中通过各种醛、胺（包括脂肪族和手性型）与烷基碘的一锅法缩合进行。反应在室温下高效进行，以中等至良好的产率得到所需产物。当使用L-缬氨酸甲酯作为底物时，获得了良好的非对映选择性。
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