53684-18-7

Upstream product

• 111-71-7 heptanal 
• 563-47-3 3-Chloro-2-methylpropene 
• 5458-10-6 diethyl 2-methyl-2-propenyl phosphate 
• 5674-01-1 2-methylallylmagnesium chloride 
• 33324-92-4 (2-methylallyl)magnesium bromide 
• 142820-20-0 2-methylallyl methanesulfonate 
• 49639-05-6 1-(phenylsulfonyl)-2-methyl-2-propene 
• 1458-98-6 2-methyl-3-bromo-1-propene 

Relevant academic research and scientific papers

Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes

Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u

B(C6F5)3-promoted tandem silylation and intramolecular hydrosilylation: Diastereoselective synthesis of oxasilinanes and oxasilepanes

B(C6F5)3 promotes regio- and stereoselective cyclizations of unsaturated alkoxysilanes to generate oxasilinanes and oxasilepanes. The same products are available directly from alkenols via tandem silylation and hydrosilyla

Synthesis of homoallylic alcohols by allylation of aldehydes and ketones catalysed by a mesoporous material (mcm-41)-supported cyano palladium complex

A variety of homoallylic alcohols has been conveniently synthesised in good to high yields by the allylation of aldehydes and ketones with allylic chlorides catalysed by an MCM-41-supported cyano palladium complex in DMF using SnCl2 as reducing agent. This polymeric palladium complex can be recovered and reused with some loss of activity.

Stereoselective allylation of chiral monoperoxyacetals

Neighboring iodo-, alkoxy-, acetoxy- and silyl groups impart useful levels of diastereoselection in the Lewis acid-mediated allylation of monoperoxyacetals. Although monoperoxyacetals are found to be considerably less reactive than corresponding nonperoxi

Carbonyl allylation of aldehydes catalyzed by a silica-supported poly-γ-diphenylarsinopropylsiloxane palladium(0) complex

A silica-supported poly-γ-diphenylarsinopropylsiloxane palladium (0) complex has been prepared from γ-chloropropyltriethoxysilane via immobilization on fumed silica, followed by reacting with potassium diphenylarsenide and palladium chloride, and then the reduction with hydrazine hydrate. The palladium(0) complex has been found to catalyze the allylation of aldehydes via the formation of π-allylpalladium complexes, using allylic chlorides as allylating agent and SnCl2 as reducing agent. This polymeric palladium complex can be recovered and reused.

Carbonyl allylations by 3-halopropenes or 2-propenyl mesylate with tin(IV) chloride and tetrabutylammonium iodide

2-Propenyl tin species, prepared from 3-halopropenes or 2-propenyl mesylate with tin(IV) chloride and tetrabutylammonium iodide in dichloromethane, causes nucleophilic addition to aldehydes to produce the corresponding homoallylic alcohols.

Allyl- and propargylchromium reagents generated by a chromium(III) ate-type reagent as a reductant and their reactions with electrophiles

A chromium ate-type reagent 'Bu5CrLi2' reacts with allylic and propargylic phosphates to generate the corresponding allyl- and propargylchromium (propargyl = prop-2-ynyl) reagents which further react with a variety of electrophiles such as aldehydes, ketones, imines, and isocyanates to afford the corresponding adducts in high yields.

Preparation of homoallylic alcohols by reaction of aldehydes with η3-allyl- and η3-crotylmolybdenum complexes

η3-Allyl and η3-methallyl complexes of molybdenum react with aldehydes to give homoallylic alcohols in preparative yields when water is used as a proton source, but the scope of the reaction is narrowed in the case of the η3-crotylmolybdenum complex by the formation of both transposed and nontransposed products.

1,3-asymmetric induction in stereoselective rhodium-catalyzed hydroformylation of homomethallylic alcohols

Introducing ortho-diphenylphosphanyl benzoyl as a substrate bound catalyst directing group (CDG) allows an efficient substrate-directed diastereoselective hydroformylation of acyclic homomethallylic alcohols 5, making use of 1,3-asymmetric induction. The corresponding anti-aldehydes 10 were obtained as the major diastereomer in all cases, with diastereomer ratios of ca. 91:9 (anti-syn). Supporting evidence could be obtained for the ability of the o-DPPB group to act as a catalyst-directing group (CDG) via a reversible catalyst coordination. Finally, a model has been devised that rationalizes the origin of the 1,3-asymmetric induction. This model is based on a conformational analysis (NMR studies, MACROMODEL/MM3 calculations) of the homomethallylic substrates and indicates a relationship between the preferred substrate conformation and the experimentally determined stereoselectivities. In agreement with this model was the predicted significant improvement in stereoselectivity upon hydroformylation of the anti-homomethallylic alcohol derivative 15 (→ 21).

Homoallylic Alcohols from Samarium Diiodide-mediated Coupling of Allylic Sulfones with Carbonyl Compounds

Reduction of allylic sulfones with samarium diiodide gives allylsamarium species which react in situ with carbonyl compounds, yielding homoallylic alcohols.