A general method for the rapid reduction of alkenes and alkynes using sodium borohydride, acetic acid, and palladium

被引：35
|
作者：
Tran, Anthony T. [1 ]
Huynh, Vincent A. [1 ]
Friz, Emily M. [1 ]
Whitney, Sara K. [1 ]
Cordes, David B. [1 ]
机构：
[1] Pacific Univ, Dept Chem, Forest Grove, OR 97116 USA
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 16期
关键词：
LITHIUM ALUMINUM-HYDRIDE; ACTIVATED CONJUGATED ALKENES; INCL3-NABH4 REAGENT SYSTEM; SELECTIVE REDUCTION; CATALYTIC-HYDROGENATION; ASYMMETRIC BIOREDUCTION; REDUCING AGENT; NICKEL SALTS; HYDROLYSIS; CONVENIENT;
D O I：
10.1016/j.tetlet.2009.02.014
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Alkenes and alkynes are rapidly reduced to the corresponding alkanes using sodium borohydride and acetic acid in the presence of a small amount of palladium catalyst. The heterogeneous reaction is conducted in open air at room temperature. Reactions typically afford conversions to the alkane product of 98% or more within 15 min. The best solvent system was determined to be isopropyl alcohol, though reduction also takes place in solvents such as tetrahydrofuran, chloroform and, with some substrates, even in water. The method described is a convenient alternative to hydrogenations that require an external supply of hydrogen gas. (C) 2009 Elsevier Ltd. All rights reserved.
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页码：1817 / 1819
页数：3
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