850668-64-3

Upstream product

• 5153-67-3 nitrostyrene 
• 111-71-7 heptanal 
• 2463-63-0 3-Butyl-acrolein 
• 102-96-5 (2-nitroethenyl)benzene 
• 3156-37-4 4-bromo-β-nitrostyrene 
• 123-38-6 propionaldehyde 
• 124-19-6 nonan-1-al 

Downstream Products

• 1296869-78-7 (R)-2-((S)-2-nitro-1-phenylethyl)heptan-1-ol 

Relevant academic research and scientific papers

Calcium carbonate as heterogeneous support for recyclable organocatalysts

The controlled synthesis of calcium carbonate particles surface-functionalized with azido groups and its subsequent copper-catalyzed alkyne-azide cycloaddition (CuAAC) reactions with organocatalysts bearing alkyne anchors allowed the preparation of novel catalytic materials. A calcium carbonate-supported α,α-diarylprolinol silyl ether prepared in this manner catalyzes Michael addition of aldehydes to trans-β-nitrostyrenes with very high diastereo- and enantioselectivity. The immobilized catalyst can be recovered by simple decantation and reused. In addition, this heterogeneous catalytic system can also be adapted to continuous-flow operation, affording a five-fold productivity increase in comparison with the batch process.

Unique β-Turn Peptoid Structures and Their Application as Asymmetric Catalysts

Peptoids, N-substituted glycine oligomers, represent an important class of peptidomimetics that can fold into three-dimensional structures in solution. Most of the folded peptoid structures, however, resemble helices, and this can limit their applications

Phosphinoyl-aziridines as a new class of chiral catalysts for enantioselective Michael addition

A series of new optically pure phosphine oxides containing chiral aziridine subunit were synthesized in good yields and applied as organocatalysts in asymmetric Michael reaction of various aliphatic aldehydes with β-nitrostyrene. The corresponding organoc

POLYMER SUPPORTED FLUORINATED ORGANOCATALYST

Polymer supported fluorinated compound of formula I, wherein the meaning for each R1 is as disclosed in the description. These compounds are useful as catalysts, particularly in Michael addition reactions under continuous flow.

Enantioselective Michael addition of aldehydes to nitroolefins catalyzed by pyrrolidine-HOBt

The oxytriazole catalyst “pyrrolidine-HOBt” developed for asymmetric Michael addition of cyclohexanone to nitroolefins is now evaluated for the asymmetric Michael addition of aldehydes to nitroolefins under similar reaction conditions. The results of this

Indolinol-catalyzed asymmetric Michael reaction of aldehydes to nitroalkenes in brine

(2S,3aS,7aS)-Perhydroindolinol A facilitated the reaction of a wide range of aldehyde and nitroalkene substrates to provide Michael adducts with excellent enantioselectivities (up to 98% ee), excellent yields and high diastereoselectivities (syn/anti up t

Diphenylprolinol silyl ether-derived thioureas as highly efficient catalysts for the asymmetric Michael addition of aldehydes to nitroalkenes

Abstract This Letter described the synthesis of the first diarylprolinol silyl ether-derived bifunctional thiourea organocatalysts. The catalysts were applied to the asymmetric Michael addition of aldehydes to nitroalkenes to give the desired adducts in good yields (up to 99%) with excellent enantioselectivities (up to 99% ee) and excellent diastereoselectivities (up to 99:1). The spatial placement of C-4 substituent is of importance to the reaction activity and stereoselectivity.

Translating the Enantioselective Michael Reaction to a Continuous Flow Paradigm with an Immobilized, Fluorinated Organocatalyst

A novel polymer-supported fluorinated organocatalyst has been prepared and benchmarked in the enantioselective Michael addition of aldehydes to nitroalkenes. The system has proven to be highly efficient and displays excellent selectivities (er and dr) wit

Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by a pyrrolidine-pyrazole

An effective protocol for the stereoselective Michael addition of aldehydes to nitroolefins using pyrrolidine-pyrazole as an organocatalyst is described. The catalytic cycle was found to be productive in terms of yield and selectivity, when performed unde

Dendrimers or nanoparticles as supports for the design of efficient and recoverable organocatalysts?

The Jorgensen-Hayashi catalyst [(S)-α,α-diphenylprolinol trimethylsilyl ether] was grafted onto the surface of two different supports: phosphorus dendrimers (generations 1 to 3) and magnetic, polymer-coated cobalt/carbon (Co/C) nanobeads. These new suppor