89254-01-3

Upstream product

• 24581-03-1 (5E)-hepta-1,5-dien-4-ol 
• 106-95-6 allyl bromide 
• 123-73-9 crotonaldehyde 
• 556-56-9 allyl iodid 
• 107-31-3 Methyl formate 
• 18925-10-5 allylzinc bromide 
• 688-61-9 Triallylborane 
• 53317-08-1 9-allyl-9-bora-bicyclo[3.3.1]nonane 
• 7393-43-3 tetraallyl tin 
• 81430-05-9 2-allyl-1,2-oxaborolane 
• 60-29-7 diethyl ether 
• 107-05-1 3-chloroprop-1-ene 
• 24850-33-7 allyltributylstanane 

Downstream Products

• 2196-23-8 1,3,5-heptatriene 
• 44607-51-4 trans-1,3,6-heptatriene 
• 55758-72-0 cis-1,3,6-heptatriene 
• 589-55-9 heptan-4-ol 
• 155649-75-5 {(E)-(R)-1-[(4R,5R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane 
• 155649-74-4 (E)-(2R,3S,4R,5R,7R)-1-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-dec-8-ene-3,5-diol 
• 1026436-94-1 4-Nitro-benzoic acid (E)-(R)-1-(2-carboxy-ethyl)-but-2-enyl ester 
• 201355-10-4 (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione 
• 185616-68-6 (E)-(4R)-4-p-methoxybenzyloxy-hept-5-en-2-one 
• 201355-14-8 C₂₇H₄₁BO₃ 
• 862474-98-4 (5E)-(4R)-4-p-methoxybenzyloxy-hepta-1,5-diene 
• 154657-46-2 (E)-(4R)-4-<(p-Nitrobenzoyl)oxy>-1,5-heptadiene 

Relevant academic research and scientific papers

CARBON-CARBON BOND FORMATION WITH BISMUTH SALT. A CHEMOSELECTIVE GRIGNARD-TYPE ADDITION OF ALLYL UNIT TO ALDEHYDES

In the presence of bismuth(III) chloride-metallic zinc or bismuth(III) chloride-metallic iron, allylic halides were found to react with aldehydes under mild conditions to give the corresponding homoallylic alcohols in high yields with high chemoselectivity.

Bismuth chloride mediated allylation of carbonyl compounds in aqueous media: A mechanistic investigation

The bismuth chloride mediated, aluminum promoted aqueous Barbier type coupling of allyl unit with carbonyl compounds which gives the corresponding homoallyl alcohol is studied. The transient in situ generated allylbismuth(III) bromide intermediate was stu

Study on the coupling of acyclic esters with alkenes - The synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide

The radical cyclization between aliphatic acyclic esters and alkenes was achieved unprecedentedly in the presence of allylsamarium bromide with HMPA and H2O as additives. The cascade radical cyclization-ring-opening- anionic cyclization allowed facile and efficient access to 2-(2-hydroxyalkyl) cyclopropanols from readily available materials.

Highly efficient synthesis of homoallylic alcohols and amines via allylation of aldehydes and imines catalyzed by ZrOCl2·8H2O in water

The allylation of aldehydes and imines has efficiently been carried out by treatment with allyltributylstannane in the presence of a catalytic amount of ZrOCl2·8H2O in water to form the corresponding homoallylic alcohols and amines,

Novel carbonyl allylation mediated by SnCl2/TiCl3 in water

(Matrix presented) Under the Lewis acid catalysis offered by TiCl 3, SnCl2 can efficiently mediate the aqueous Barbier reactions between aldehydes and allyl chloride or bromide.

ROMPgel supported allylboronate: A purification-free method for the preparation of homoallylic alcohols

Allylboration of various aldehydes was carried out by a ROMPgel supported allylboronate. Filtration and evaporation gave the corresponding homoallylic alcohols in high yield and purity (>95%).

Indium-catalyzed allylation of carbonyl compounds with the Mn/TMSCl system

Allylation of aldehydes and ketones with allyl bromide was performed with a catalytic amount of indium powder (from 0.01 to 0.1 equiv.) in THF in the presence of manganese and trimethylsilyl chloride as the reducing and oxophilic agent, respectively.

Cobalt(II) Chloride. Aluminium Promoted Allylation of Aldehydes with Allylic Halides

In the presence of cobalt(II) chloride-metallic aluminium, allylic halides react with aldehydes at room temperature in tetrahydrofuran-water to afford the corresponding alcohols in high yields.

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

Allylboration of some ketones and aldehydes with 2-allyl-1,2-oxaborolane. Isolation of their intermediate adducts and synthesis of homoallylic alcohols

2-Allyl-1,2-oxaborolane (II), prepared by the reaction of 2-allyloxy-1,2-oxaborolane (I) with allylmagnesium bromide in ether, is an extremely reactive allylborane.This cyclic borinate ester II is a BCCO-type organoborane and can be used as a novel allylborating reagent.As is usual with allylboranes, II can also add smoothly to various ketones or aldehydes, and when followed by deboronation with diethanolamine gives the corresponding homoallylic alcohols IV.The adducts III, formed via a six-centre cyclic mechanism and allylic rearrangement, have been isolated and identified as a kind of 2-alkenoxy-1,2-oxaborolane.