41801-83-6

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 167773-10-6 4,4,5,5-tetramethyl-2-(2-methylallyl)-1,3,2-dioxaborolane 
• 126689-00-7 2-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene 
• 723336-86-5 trimethylsilyl 2-methylprop-2-ene-1-sulfinate 
• 14568-34-4 2-methylprop-2-ene-1-sulfonyl chloride 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 563-47-3 3-Chloro-2-methylpropene 
• 18292-38-1 2-methallyltrimethylsilane 
• 3756-30-7 1-iodo-2-methyl-2-propene 

Downstream Products

• 1094999-14-0 C₁₄H₁₆BrClO 

Relevant academic research and scientific papers

Accessing novel fluorinated heterocycles with the hypervalent fluoroiodane reagent by solution and mechanochemical synthesis

A new and efficient strategy for the rapid formation of novel fluorinated tetrahydropyridazines and dihydrooxazines has been developed by fluorocyclisation of β,γ-unsaturated hydrazones and oximes with the fluoroiodane reagent. Mechanochemical synthesis d

Nickel-Catalysed Allylboration of Aldehydes

A nickel catalyst for the allylboration of aldehydes is reported, facilitating the preparation of homoallylic alcohols in high diastereoselectivity. The observed diastereoselectivities and NMR experiments suggest that allylation occurs through a well-defined six-membered transition state, with nickel acting as a Lewis acid.

Palladium-catalyzed cross-coupling of unactivated alkenes with acrylates: Application to the synthesis of the C13-C21 fragment of palmerolide A

Diene to meet: A palladium-catalyzed cross-coupling reaction between alkyl-substituted olefins and acrylates gives the corresponding butadienes in moderate yield and stereoselectivity. This atom-economical reaction, which forms C sp 2-C sp 2 bonds, tolerates a wide range of allylic and homoallylic alcohols, and acrylates (see scheme; TIPS =triisopropylsilyl). The methodology was applied to the synthesis of the C13-C21 fragment of palmerolide A.

Palladium-catalyzed cross-coupling of unactivated alkenes with acrylates: Application to the synthesis of the C13-C21 fragment of palmerolide A

Diene to meet: A palladium-catalyzed cross-coupling reaction between alkyl-substituted olefins and acrylates gives the corresponding butadienes in moderate yield and stereoselectivity. This atom-economical reaction, which forms C sp 2-C sp 2 bonds, tolerates a wide range of allylic and homoallylic alcohols, and acrylates (see scheme; TIPS =triisopropylsilyl). The methodology was applied to the synthesis of the C13-C21 fragment of palmerolide A.

Rhodium-catalyzed reaction of 1-alkenylboronates with aldehydes leading to allylation products

Synthetic equivalents: 1-Alkenylboronates perform the role of an allylating reagent. Their reaction with aldehydes in the presence of a cationic rhodium(I)/dppm catalyst results in a highly diastereoselective production of anti-configured homoallylic alco

Carbonyl allylation of aldehydes and ketones with allylic chlorides catalyzed by immobilization of palladium in MCM-41

The heterogeneous carbonyl allylation of aldehydes and ketones with allylic chlorides was achieved in DMF using SnCl2 as reducing agent at 25-40 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized palladium(II) complex [MCM-41-2N-Pd(II)], yielding a variety of homoallylic alcohols in good to high yields. This heterogeneous palladium catalyst exhibited higher activity than (N-propylethylenediamine)PdCl 2 and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 5 consecutive trials without any decreases in activity.

The catalyzed desulfinylative allylation of carbonyl compounds with alk-2-enesulfonyl chlorides and silyl alk-2-enesulfinates

Coupling up with sulfonyl chlorides: An ene reaction of alkenes with SO2·BCl3 permits the one-pot conversion of simple alkenes into b,g-unsaturated sulfonyl chlorides or sulfinic silyl esters. These compounds can then be used as nucleophilic allylating agents with aldehydes and ketones to generate the corresponding homoallylic alcohols (see scheme) with good chemo-and diastereoselectivity in the presence of a suitable catalyst and reducing agent.

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.

Pd(0) catalyzed intramolecular Heck reaction: a versatile route for the synthesis of 2-aryl substituted 5-, 6-, and 7-membered O-containing heterocycles

An efficient and convenient method for the synthesis of 2-aryl substituted tetrahydropyran, tetrahydrofuran, and oxepine derivatives via intramolecular palladium catalyzed cyclization is developed. The two exo-cyclic double bonds at adjacent carbon atoms

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.