(S)-2-(2,3-Bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride

C₃₆H₅₅N₃O · HCl

582.30

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Chiral cyclopropenimines are a highly effective new class of enantioselective Brønsted base catalysts - the so-called “superbases” for enantioselective organocatalysis. Due to the prevalence of chemical reactions involving proton transfer as a key mechanistic event, Brønsted bases have become indispensable tools for the practice of organic synthetic chemistry, capable of catalyzing proton transfer reactions enantioselectively for the production of optically enriched products. Catalyst is stored as co-salt for stability. Conversion of the HCl salt to free catalyst requires a simple wash with aqueous base. This is one of a suite of Brønsted catalysts reported by Tristan Lambert and coworkers available through sigma-aldrich.

Enantioselective Bronsted Base Catalysis with Chiral Cyclopropenimines

Cyclopropenimine-Catalyzed Enantioselective Mannich Reactions of tert-Butyl Glycinates with N-Boc-Imines

Transition State Analysis of Enantioselective Bronsted Base Catalysis by Chiral Cyclopropenimines

Structure-activity relationship studies of cyclopropenimines as enantioselective Bronsted base catalysts

Asymmetric Bronsted Base-Catalyzed and -Directed [3+2] Cycloaddition of 2-Acyl Cycloheptatrienes with Azomethine Ylides

100

≥95%

powder or solid

reagent type: catalyst
reaction type: Asymmetric synthesis

Catalysis
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Aligned

13 - Non Combustible Solids

WGK 3