The effect of coordination on the reaction of N-tosyl imines with diethylzinc

被引：14

作者：

Gao, FF ^{[1
]}

Deng, MZ ^{[1
]}

Qian, CT ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2005年 / 61卷 / 52期

基金：

中国国家自然科学基金;

关键词：

N-tosyl imines; diethylzinc; reduction; ethylation; solvent effect; coordination;

D O I：

10.1016/j.tet.2005.09.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The effect of coordination on the reaction of N-tosyl imines and diethylzinc was studied in detail. It showed that there was strong coordination between N-tosyl imine and diethylzinc. Due to this coordination, N-tosyl imines could be reduced directly through the P-H transferring mechanism by diethylzinc in nonpolar solvents to afford the corresponding secondary amines in excellent yields at mild conditions. The coordination of diethylzinc and N-tosyl imine was hindered by reacting in polar solvents or adding TMEDA to the reaction, it afforded ethylating product partially or exclusively. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：12238 / 12243

页数：6

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