71444-32-1

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 332041-60-8 Cyclohexanone trimethoxysilyl enol ether 
• 64340-79-0 1-(dimethylsilyloxy)cyclohexene 
• 17814-55-0 trichloro<(1-cyclohexenyl)oxy>silane 
• 108-94-1 cyclohexanone 
• 22780-11-6 1-(2,2,2-trichloroacetoxy)cyclohexene 
• 930-68-7 cyclohexenone 

Relevant academic research and scientific papers

Asymmetric aldol reaction catalyzed by a chiral phosphine-silver complex

A catalytic asymmetric aldol reaction of alkenyl trihaloacetates or a γ,δ-unsaturated δ-lactone with aldehydes or an α-keto ester was achieved by using a 2,2′-bis(diphenylphosphino)-1,1′- binaphthyl·silver trifluoromethanesulfonate complex as the chiral p

Engineered Artificial Carboligases Facilitate Regioselective Preparation of Enantioenriched Aldol Adducts

Controlling regio- A nd stereoselectivity of aldol additions is generally challenging. Here we show that an artificial aldolase with high specificity for acetone as the aldol donor can be reengineered via single active site mutations to accept linear and cyclic aliphatic ketones with notable efficiency, regioselectivity, and stereocontrol. Biochemical and crystallographic data show how the mutated residues modulate the binding and activation of specific aldol donors, as well as their subsequent reaction with diverse aldehyde acceptors. Broadening the substrate scope of this evolutionarily na?ve catalyst proved much easier than previous attempts to redesign natural aldolases, suggesting that such proteins may be excellent starting points for the development of customized biocatalysts for diverse practical applications.

Highly stereoselective and scalable anti-aldol reactions using N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: Scope and origins of stereoselectivities

A highly enantio- and diastereoselective anti-aldol process (up to >99% ee, >99:1 dr) catalyzed by a proline mimetic-N-(p-dodecylphenylsulfonyl)-2- pyrrolidinecarboxamide-has been developed. Catalyst loading as low as 2 mol % can be employed. Use of industry-friendly solvents for this transformation as well as neat reaction conditions have been demonstrated. The scope of this transformation on a range of aldehydes and ketones is explored. Density functional theory computations reveal that the origins of enhanced diastereoselectivity are due to the presence of nonclassical hydrogen bonds between the sulfonamide, the electrophile, and the catalyst enamine that favor the major anti-Re aldol TS in the Houk-List model.

SULFONAMIDE-BASED ORGANOCATALYSTS AND METHOD FOR THEIR USE

Organocatalysts, particularly proline sulfonamide organocatalysts, having a first general formula as follows are disclosed. Embodiments of a method for using these organocatalysts also are disclosed. The method comprises providing a disclosed organocataly

Chiral base-catalyzed aldol reaction of trimethoxysilyl enol ethers: Effect of water as an additive on stereoselectivities

An aldol reaction of trimethoxysilyl enol ether catalyzed by lithium binaphtholate is described. The aldol reaction of trimethoxysilyl enol ether derived from cyclohexanone under anhydrous conditions predominantly afforded the anti-aldol adduct with moder

Enantioselective aldol reactions of trichlorosilyl enol ethers catalyzed by the chiral phosphine oxide BINAPO

The enantioselective aldol reactions of aldehydes with trichlorosilyl enol ethers catalyzed by chiral phosphine oxide BINAPO afforded the corresponding aldol adducts with high diastereo- and enantioselectivities. Georg Thieme Verlag Stuttgart.

Enantioselective aldol reaction of trimethoxysilyl enol ether catalyzed by lithium binaphtholate

(Chemical Equation Presented) An aldol reaction of trimethoxysilyl enol ether catalyzed by lithium binaphtholate, in which water serves as an additive and plays a pivotal role in stereoselectivities, was developed. This is the first example of an aldol re

BINAP/AgOTf/KF/18-crown-6 as new bifunctional catalysts for asymmetric Sakurai-Hosomi allylation and Mukaiyama aldol reaction

A catalytic amount of KF·18-crown-6 complex is effective as a soluble fluoride source to activate an asymmetric Sakurai-Hosomi allylation with BINAP and silver(I) triflate catalyst. The allylation of a variety of aromatic, α,β-unsaturated and aliphatic al

Lewis base-promoted aldol reaction of dimethylsilyl enolates in aqueous dimethylformamide: Use of calcium chloride as a Lewis base catalyst

In the presence of CaCl2, dimethylsilyl (DMS) enolates smoothly reacted with aldehydes under mild conditions to give aldol adducts in good to high yields. The catalytic activities of various metal and tetrabutylammonium salts have revealed that CaCl2 works as a Lewis base catalyst to activate DMS enolates. The CaCl2-promoted reaction proceeded even in the presence of water or in pure water. This catalytic system was applicable to the aldol reaction with aqueous aldehydes such as formalin. Copyright