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In the Shapiro reaction tosylhydrazones are used as a leaving group in elimination reactions. This reaction requires a strong base. If sodium methoxide is used as the base the reaction is called a Bamford–Stevens reaction. Tosylhydrazones can be reduced to the corresponding alkanes with reagents such as sodium borohydride and borane.
This reagent has advantages in peptide synthesis since it avoids side reactions like the dehydration of asparagine or glutamine redisues. [4] BOP has used for the synthesis of esters from the carboxylic acids and alcohols. [5] BOP has also been used in the reduction of carboxylic acids to primary alcohols with sodium borohydride (NaBH 4). [6]
Sodium borohydride is an odorless white to gray-white microcrystalline powder that often forms lumps. It can be purified by recrystallization from warm (50 °C) diglyme. [10] Sodium borohydride is soluble in protic solvents such as water and lower alcohols. It also reacts with these protic solvents to produce H 2; however, these reactions are ...
Sodium cyanoborohydride is a mild reducing agent. It is generally used for the reduction of imines. These reactions occur <pH 7 because the iminium ions are the actual substrates. [3] Reductive amination, sometimes called the Borch reaction, is the conversion of a carbonyl into an amine through an intermediate imine. [4]
Carbonyl reduction, the net addition of H 2 across a carbon-oxygen double bond, is an important way to prepare alcohols. Stoichiometric reducing agents to accomplish this task include lithium aluminium hydride, sodium borohydride, alkoxy borohydrides, alkoxy aluminium hydrides, and boranes
Luche reduction is the selective organic reduction of α,β-unsaturated ketones to allylic alcohols. [ 1 ] [ 2 ] [ 3 ] The active reductant is described as "cerium borohydride", which is generated in situ from NaBH 4 and CeCl 3 (H 2 O) 7 .
Reduction to benzaldehyde and benzyl alcohol is possible using DIBAL-H, LiAlH 4 or sodium borohydride. Decarboxylation to benzene may be effected by heating in quinoline in the presence of copper salts. Hunsdiecker decarboxylation can be achieved by heating the silver salt. benzoic acid group reactions
The Narasaka–Prasad reduction, sometimes simply called Narasaka reduction, is a diastereoselective reduction of β-hydroxy ketones to the corresponding syn-dialcohols. The reaction employs a boron chelating agent, such as BBu 2 OMe, and a reducing agent, commonly sodium borohydride. This protocol was first discovered by Narasaka in 1984. [1]