31569-55-8

Upstream product

• 31569-54-7 1,2-dicyclohexyl-4-methyl-2,5-dihydro-1H-borole 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 5674-01-1 2-methylallylmagnesium chloride 
• 14568-34-4 2-methylprop-2-ene-1-sulfonyl chloride 
• 78-80-8 2-methylbut-1-en-3-yne 
• 31569-53-6 dicyclohexyl-(3-methyl-buta-1,3-dien-t-yl)-borane 
• 85029-00-1 (4R,6R)-2-cyclohexyl-4,6-dimethyl-1,3-dioxane 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 39482-35-4 tetrakis-(2-methyl-allyl)-stannane 
• 563-47-3 3-Chloro-2-methylpropene 
• 67883-62-9 2-methylallyltributyltin 
• 94340-20-2 (2R,4R)-4-(1-Cyclohexyl-3-methyl-but-3-enyloxy)-pentan-2-ol 

Downstream Products

• 1613247-90-7 3-cyclohexyl-5-(iodomethyl)-5-methyl-1-((4-nitrophenyl)sulfonyl)-4,5-dihydro-1H-pyrazole 
• 1613247-10-1 (E)-N'-(1-cyclohexyl-3-methylbut-3-en-1-ylidene)-4-nitrobenzenesulfonohydrazide 
• 1221447-15-9 (E)-1-cyclohexyl-3-methylbut-3-en-1-one oxime 
• 1326302-05-9 5-cyclohexyl-3,3-dimethyldihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

Ring Expansion Fluorination of Unactivated Cyclopropanes Mediated by a New Monofluoroiodane(III) Reagent

Herein, we report a new strategy for carbon?carbon bond scission and intramolecular ring expansion fluorination of unactivated cyclopropanes, which was accomplished with a new hypervalent fluoroiodane(III) reagent 1. This novel method delivers medicinally relevant 4-fully substituted fluoropiperidines in moderate to high yields with excellent regio- and diastereoselectivity. Reagent 1, which has an N-acetylbenziodazole framework, was readily synthesized via three steps in 76 % overall yield and was characterized by NMR spectroscopy and X-ray crystallography. Owing to the presence of a secondary I???O bonding interaction between the λ3-iodane atom and the carbonyl oxygen of the acetyl group of the N-acetylbenziodazole framework, 1 has excellent stability and can be stored at ambient temperature for 6 months without any detectable decomposition. Density functional theory calculations and experimental studies showed that the reaction proceeds via a carbocation intermediate that readily combines with a fluoride ion to generate the product.

Cationic Cobalt Porphyrin-Catalyzed Allylation of Aldehydes with Allyltrimethylsilanes

Cationic cobalt porphyrin-catalyzed allylation of aldehydes with allyltrimethylsilanes is developed. The formation of the aldehyde-cobalt porphyrin complex, the key intermediate for the addition of allylsilanes, is confirmed by theoretical studies and syn

Diastereoselective Pd-Catalyzed Domino Heck/Arylborylation Sequence Forming Borylated Chromans

A diastereoselective palladium-catalyzed domino Heck/arylborylation of aryl iodides yielding an alkylboronate containing a chroman is reported. The generated alkylpalladium(II) intermediate is intercepted with bis(pinacolato)diboron (B2pin2) in good yield as a single diastereomer.

Catalytic enantioselective iodoaminocyclization of hydrazones

The first catalytic enantioselective iodoaminocyclization of β,γ-unsaturated hydrazones has been developed with the help of a trans-1,2-diaminocyclohexane-derived bifunctional thiourea catalyst and allows for the direct access to δ2-pyrazolines containing a quaternary stereogenic center in high yield with good enantioselectivity (up to 95% yield and 95:5 er).

Catalytic enantioselective iodoetherification of oximes

Organocatalysis: The first catalytic enantioselective iodoetherification of oximes is developed using commercially available N-iodosuccinimide. In the presence of a dihydrocinchonidine-derived thiourea (10 mol %), β,γ-unsaturated oximes undergo facile iodoetherification to produce Δ2-isoxazolines containing a quaternary stereogenic center generally in high yield with good to excellent enantioselectivity. Copyright

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.

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.

Pd-catalyzed nucleophilic allylic alkylation of aliphatic aldehydes by the use of allyl alcohols

Under catalysis of Pd(OAc)2-(P-n-Bu)3, Et 2Zn promotes a variety of allyl alcohols to undergo nucleophilic allylation of aliphatic aldehydes and ketones at room temperature and provides homoallyl alcohols in 60-90 and ca. 60% isolated yield, respectively. The reaction is irreversible and kinetically controlled, and unique regio- and stereoselectivities observed for the allylation with unsymmetrically substituted allyl alcohols are discussed.