119677-67-7

Upstream product

• 2622-05-1 allylmagnesium bromide 
• 555-16-8 4-nitrobenzaldehdye 
• 95978-76-0 allyldiisobutylaluminium 
• 24850-33-7 allyltributylstanane 
• 107-37-9 allyltrichlorosilane 
• 688-61-9 Triallylborane 
• 762-72-1 allyl-trimethyl-silane 
• 619-73-8 4-nitrobenzyl chloride 
• 591-87-7 Allyl acetate 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 106-95-6 allyl bromide 
• 369651-27-4 (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol 
• 2551-83-9 allyltrimethoxysilane 
• 100-13-0 4-nitrostyrene 

Downstream Products

• 1392302-87-2 (R)-(+)-O-[1-(4-nitrophenyl)-3-butene-1-yl]hydroxylamine 
• 1392302-97-4 (R)-(+)-tert-butyl {[1-(4-nitrophenyl)-3-butene-1-yl]oxy}carbamate 
• 1392303-08-0 (3S,5R)-(+/-)-N-tert-butoxycarbonyl-3-(methoxycarbonylmethyl)-5-(4-nitrophenyl)isoxazolidine 

Relevant academic research and scientific papers

Enantioselective allylation of aldehydes with allyltrichlorosilane promoted by new chiral dipyridylmethane N-oxides

New chiral dipyridine N-monoxides and N,N′-dioxides, which possess an isopropylidene backbone between two pyridine rings, have been prepared from naturally occurring monoterpenes. Their utility as organocatalysts has been demonstrated in the enantioselect

A chiral oxazoline for catalytic enantioselective Nozaki-Hiyama-Kishi allylation and vinylation of aldehydes

Asymmetric allylation and vinylation of aldehydes with allyl halides and vinyl halides have been achieved using the chromium(II)-oxazoline catalyst. The catalyst promotes the highly efficient enantioselective Nozaki–Hiyama-Kishi (NHK) allylation of aldehydes using allyl bromide, producing the corresponding homoallylic alcohols in good yields (up to 84%) and a high level of enantioselectivity (up to 98% ee). Meanwhile, the NHK vinylation of aldehydes produce desired allylic alcohols in satisfactory yields (up to 88%) and a high level of enantioselectivity (up to 97% ee). We developed a reliable and milder protocol for preparing chiral homoallylic and allylic alcohols.

3,3′-Bithiophene-Based Chiral Bisphosphine Oxides as Organocatalysts in Silicon-Derived Lewis Acid Mediated Reactions

This account summarizes the development of new biheteroaromatic chiral bisphosphine oxides. 3,3′-Bithiophene-based phosphine oxides (BITIOPOs) have been successfully used as organocatalysts to promote Lewis base catalyzed, Lewis acid mediated stereoselective transformations. These highly electron-rich compounds, in combination with trichorosilyl derivatives (allyltrichlorosilane and silicon tetrachloride), generate hypervalent silicon species that act as chiral Lewis acids in highly diastereo- and enantioselective organic reactions. Several relevant examples related to these applications are discussed in detail. 1 Introduction 2 The BITIOPO Family 3 Enantioselective Opening of Epoxides 4 Enantioselective Allylation of Aldehydes 5 Stereoselective Direct (Double) Aldol-Type Reaction with Ketones 6 Stereoselective Direct Aldol-Type Reaction with Ester Derivatives 7 Conclusions.

Highly Enantioselective Allylation Reactions of Aldehydes with Allyltrimethylsilane Catalyzed by a Chiral Oxazaborolidinium Ion

A highly enantioselective allylation reaction of aldehydes with silyl reagents was developed for the synthesis of a variety of chiral homoallylic alcohols. In the presence of a chiral oxazaborolidinium ion (COBI) catalyst, the reaction proceeded in high yield (up to 99percent) with excellent asymmetric induction (up to 99percent ee).

Bi(cyclopentyl)diol-Derived Boronates in Highly Enantioselective Chiral Phosphoric Acid-Catalyzed Allylation, Propargylation, and Crotylation of Aldehydes

In this study, we disclose the catalytic addition of bi(cyclopentyl)diol-derived boronates to aldehydes promoted by chiral phosphoric acids, allowing for the formation of enantioenriched homoallylic, propargylic, and crotylic alcohols (up to >99% enantiom

Helicity Induction and Its Static Memory of Poly(biphenylylacetylene)s Bearing Pyridine N-Oxide Groups and Their Use as Asymmetric Organocatalysts

Novel poly(biphenylylacetylene) derivatives carrying different types of pyridine N-oxide units with a bulky or less-bulky substituent at a different position as the functional pendant groups (poly-2a and poly-2b) were synthesized by the rhodium-catalyzed

Axially chiral N,N′-dioxides ethers for catalysis in enantioselective allylation of aldehydes

A series of axially chiral ethers synthesized from biscarboline N,N′-dioxides, (S)-1a to (S)-1n, was investigated in enantioselectivity addition reactions of allyltrichlorosilane with a series of substituted aldehydes, including bulky substituted aldehydes. High enantioselectivities (up to 96%ee) were achieved using the catalyst (S)-1k at 1 mol % loading.

Synthesis of helical π-conjugated polymers bearing pyridine: N -oxide pendants and asymmetric allylation of aldehydes in the helical cavity

Catalytically active chiral π-conjugated polymers (poly-1(NO)r) bearing pyridine N-oxide pendants were synthesized by ternary copolymerization of a d-glucose-bound diethynyl compound with two types of thieno[3,4-b]thiophene comonomer, one of wh

Hollow organic polymeric nano-bowls-supported BINOL-derived chiral phosphoric acid: enhanced catalytic performances in the enantioselective allylation of aromatic aldehydes

To improve the catalytic efficiency of expensive and versatile 1, 1′-binaphthol-derived chiral phosphoric acid with 2, 4, 6-tris(isopropyl)phenyl substituents and mass transfer of reactants in heterogeneous catalysis, a hollow organic polymeric nano-bowl

Heteropoly Acid Supported on Silica Gel as Catalyst for the Asymmetric Transfer Allylation of Aromatic Aldehydes under Solvent-Free Conditions

A new convenient method for the asymmetric transfer allylation of aromatic aldehydes was developed. The reaction gave the best results using a chiral allyl donor molecule derived from (-)-menthone in the presence of heteropoly acids supported on silica gel under solvent-free conditions, and the desired homoallylic alcohol derivatives were obtained in good yields with good to high enantioselectivity.