103882-39-9

Upstream product

• 590-18-1 (Z)-2-Butene 
• 100-52-7 benzaldehyde 
• 504-61-0 (E)-but-2-enol 
• 598-32-3 2-hydroxy-3-butene 
• 106357-20-4 (R,R)-diisopropyl tartrate (Z)-crotylboronate 
• 99687-40-8 (R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate 
• 21969-32-4 crotylmagnesium chloride 
• 18147-55-2 (E)-crotyltrichlorosilane 
• 27299-31-6 (Z)-((but-2-en-1-yloxy)methyl)benzene 
• 18147-55-2 (Z)-crotyltrichlorosilane 
• 35998-93-7 tri-n-butylcrotyltin 
• 35998-94-8 (Z)-crotyltri-n-butylstannane 
• 259150-83-9 (Z)-crotyltrimethoxysilane 
• 4784-77-4 (E)-1-Bromo-2-butene 

Downstream Products

• 261919-07-7 (3S,5E)-1-phenyl-5-heptene-3-ol 
• 1392302-92-9 (S)-(-)-O-[2-methyl-1-phenyl-3-butene-1-yl]hydroxylamine 
• 1392303-10-4 (3R,4S,5R)-(+)-N-tert-butoxycarbonyl-3-(methoxycarbonylmethyl)-4-methyl-5-phenylisoxazolidine 
• 1392303-11-5 (3S,4S,5R)-(+)-N-tert-butoxycarbonyl-3-(methoxycarbonylmethyl)-4-methyl-5-phenylisoxazolidine 
• 1392303-22-8 methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate 
• 1446121-69-2 (3R,6R,7S)-((1S,2S)-2-methyl-1-phenylbut-3-enyl) 3,6,7-trihydroxy-6-methylnon-8-enoate 
• 1446121-81-8 (4R,7R,8S,11S,12S,E)-4,7,8-trihydroxy-7,11-dimethyl-12-phenyl-oxacyclododec-9-en-2-one 
• 1446121-91-0 (2S,3S,6S,7R,10R,E)-7,10-dihydroxy-3,7-dimethyl-12-oxo-2-phenyloxa cyclododec-4-en-6-yl acetate 
• 1446121-59-0 (R)-((1S,2S)-2-methyl-1-phenylbut-3-enyl)-3-(tert-butyldimethylsilyloxy)-5-((4R,5S)-2,2,4-trimethyl-5-vinyl-1,3-dioxolan-4-yl)pentanoate 
• 765941-40-0 Acrylic acid (1R,2S)-2-methyl-1-phenyl-but-3-enyl ester 

Relevant academic research and scientific papers

A recyclable electrochemical allylation in water

(Chemical Equation Presented) To develop environmentally benign processes for C-C bond formation, electrochemistry is applied in a tin-mediated allylation reaction in water. In this electrochemical process, the corresponding homoallylic alcohols are prepa

Active bismuth mediated allylation of carbonyls/N-tosyl aldimines and propargylation of aldehydes in water

Abstract: Active bismuth is synthesized by the chemical reduction of bismuth trichloride using freshly prepared sodium stannite solution as the reducing agent at room temperature. The as-synthesized active bismuth is applied as a reagent for the synthesis of homoallyl alcohol/homopropargyl alcohol from allyl bromide/propargyl bromide and carbonyl compounds in water at 50°C. The homoallyl amines are also synthesized from N-tosyl aldimines and allyl bromide using active bismuth reagent in good yields. No assistance of organic co-solvent, co-reagent, phase transfer catalyst or inert atmosphere is required for this reaction. The waste bismuth material obtained after the completion of the organic reaction can be reduced to active bismuth by sodium stannite solution and successfully reused for mediating the allylation of aldehydes. Graphical Abstract:: Synopsis Active bismuth mediated allylation/crotylation of aldehydes is developed in water to get homoallyl alcohols. The method is also applied for the allylation of N-tosyl aldimines and propargylation of aldehydes in water to achieve the homoallyl amines and homopropargyl alcohols, respectively. The reactions do not require the assistance of organic co-solvent, co-reagent, phase transfer catalyst or inert atmosphere.[Figure not available: see fulltext.].

Acceleration effect of Lewis acid in allylboration of aldehydes: Catalytic, regiospecific, diastereospecific, and enantioselective synthesis of homoallyl alcohols

The addition of pinacol allylboronic esters to aromatic and aliphatic aldehydes smoothly occurred at -78 °C in toluene in the presence of a catalytic amount of AlCl3 or Sc(OTf)3 (10 mol %) to give the corresponding homoallyl alcohols in high yields. The reactions proceeded regio- and diastereospecifically, yielding the isomerically pure syn- and anti-homoallyl alcohols from (Z)- and (E)-allylboronic esters, respectively. The protocol was also applied to enantioselective reactions by using a chiral Lewis acid catalyst. Copyright

Barbier-type allylation of aldehydes with active metallic antimony

Highly reactive antimony, prepared by the NaBH4 reduction of SbCl3, induced allylation of aldehydes with allylic bromide in DMF/H2O solvent to give good yields of the corresponding homoallylic alcohols with high regio- and

Asymmetric allylation of aldehydes catalyzed by substoichiometric amounts of chiral phosphoramides

The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes catalyzed by substoichiometric quantities of chiral phosphoramides were carried out with good enantiomeric excess (up to 88% ee). Phosphoramides 3 and 4, prepare

Ni-catalyzed asymmetric reductive allylation of aldehydes with allylic carbonates

This work features first asymmetric Ni-catalyzed reductive coupling of allylic carbonates with aldehydes, which may proceed via allyl-Ni intermediates although Zn was used as the terminal reductant. Moderate to excellent enantiomeric excess was obtained with excellent functional group tolerance. This journal is the Partner Organisations 2014.

A SIMPLE, STEREOSELECTIVE, ROOM-TEMPERATURE SYNTHESIS OF CIS VINYLOXIRANES AND TRANS 1-PHENYL-1,3-BUTADIENE

The organotin reagent from 1-chloro-3-iodoprop-1-ene and SnCl2 in dimethylformamide reacted with aldehydes by its chlorine-substituted carbon atom.Treatment with NaOMe then gave cis vinyloxiranes with good stereoselectivity.Benzaldehyde and 1-bromo-3-iodo

Palladium-catalyzed allylation of carbonyl compounds with various allylic compounds using In-InCl3 in aqueous media

Various allylic compounds can be effectively applied to palladium-catalyzed allylation of carbonyl compounds via the formation of π-allylpalladium(II) intermediates and their transmetalation with indium in the presence of indium trichloride in aqueous media.

α-Regioselective Carbonyl Allylation by an Allylic Tin Compound Prepared from 1-Bromobut-2-ene and Tin(II) Bromide at a Nonpolar Organic-Aqueous Interface

1-Bromobut-2-ene on a dichloromethane-water biphasic system at 25 deg C causes α-regioselective addition to aldehydes with SnBr2 to produce 1-substituted pent-3-en-1-ols, and causes γ-regioselective addition to aldehydes with SnBr2-Bu4NBr to produce 1-sub

Electrochemical allylation of carbonyl compounds in aqueous electrolyte catalyzed by zinc

A highly efficient electroallylation of carbonyl compounds in aqueous electrolyte in a divided cell with a catalytic amount of zinc consumption is reported.