General Characteristics The phosphoric acids containing an appropriately substituted BINOL backbone function as chiral Brønsted acid catalysts that can promote a wide range of stereoselective ...
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Fujiwara-Moritani Reaction
General Characteristics The direct coupling between unsubstituted aromatic rings and olefins in the presence of palladium catalysts is called the Fujiwara-Moritani reaction. This reaction is one of ...
Ireland-Claisen Rearrangement
General Characteristics The Ireland-Claisen rearrangement is a version of the Claisen rearrangement in which ketene silyl acetals (prepared from allyl esters) undergo [3,3]-sigmatropic rearrangement ...
Overman Rearrangement
General Characteristics The trichloroacetimidates of allylic alcohols, prepared using trichloroacetonitrile, undergo thermal or catalyzed [3,3]-sigmatropic rearrangement, which is referred to as the ...
Aza-Cope Rearrangement
General Characteristics Nitrogen-containing 1,5-dienes undergo [3,3]-sigmatropic rearrangement just like the Cope rearrangement of 1,5-dienes. Among these so-called aza-Cope rearrangements, the 3-aza ...
Diazomethane
General Characteristics Diazomethane (CH2N2) is the simplest example of diazo compounds. It is traditionally used to synthesize methyl esters of carboxylic acids. This methyl ester formation is very ...
Du Bois Amination
General Characteristics The direct amination of unactivated C-H bonds utilizing metal nitrenoids, especially with Rh-catalysis, became a practical synthetic option in the early 2000’s. This reaction ...
Cyclopropanation with Metal Carbenoids
General Characteristics In the presence of metal catalysts, diazo compounds decompose to generate metal carbenoid species, which react with olefins to give cyclopropanes. Metal carbenoids also react ...
Achmatowicz Reaction
General Characteristics Under oxidative conditions, furfuryl alcohol can be converted into dihydropyran. Reagents such as bromine, NBS, and mCPBA are used commonly to effect this type of ...
Sugasawa Reaction
General Characteristics The ortho-acylation of unprotected anilines using nitriles is known as the Sugasawa reaction. The Friedel-Crafts acylation of anilines is inherently difficult because the ...