Synlett 2007(5): 0826-0827  
DOI: 10.1055/s-2007-967961
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Al-NiCl2·6H2O: A Mild and Efficient System for Selective Reduction of Functional Groups in Organic Synthesis

B. Rama Raju*
Department of Chemistry, Indian Institute of Technology ­Guwahati, Guwahati 781039, India
e-Mail: bachu@iitg.ernet.in;
Further Information

Publication History

Publication Date:
08 March 2007 (online)

Introduction

The most common broad-spectrum reducing agents are metal hydrides like LiAlH4, NaBH4, DIBAL-H, and 9-BBN. Apart from this, some hydrogenation catalysts have been investigated in order to find conditions under which a given group will be reduced chemoselectively. [1] Metal-metal-salt binary systems such as Al-NiCl2·6H2O·THF, [2] Al-SbCl3 or Zn-SbCl3, [3] Fe-NiCl2·6H2O·THF, [4] or Sm-NiCl2·6H2O·THF [5] have long been used as reducing agents for many functional groups.

Reagents based on aluminum find wide application in ­organic synthesis. [6] The Al-NiCl2·6H2O system is a highlight in current organic chemistry due to its selectivity, mild reaction conditions, easy handling, low cost, and convenient isolation process.