115413-89-3

Upstream product

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

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

Chiral phosphine oxide aziridinyl phosphonate as a Lewis base catalyst for enantioselective allylsilane addition to aldehydes

A series of chiral Lewis bases, phosphine oxide ferrocenyl aziridinyl methanol 1-4, phosphinyl aziridinyl phosphonates 5 and 6, and phosphine oxide aziridinyl phosphonates 7 and 8 were screened for allylsilane additions to aldehydes. Among the Lewis bases

Chiral Ti(IV) complexes of hexadentate Schiff bases as precatalysts for aldehyde allylation: unusual additive effect of trimethylsilyl chloride

Chiral dinuclear titanium(IV) complexes have been found to be more effective catalysts for the asymmetric allylation of p-nitrobenzaldehyde than their mononuclear analogues. The addition of trimethylsilyl chloride to the reaction mixture decreases the rate of the background reaction and increases the yield of the reaction catalysed by the dinuclear complex.

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

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).

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.

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

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.

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