81640-13-3

Upstream product

• 100-52-7 benzaldehyde 
• 814-75-5 3-bromo-butanone 
• 78-93-3 butanone 
• 114262-55-4 (1RS, 2RS, 3Z)-2,3-dimethyl-1-phenylpent-3-en-1-ol 
• 598-32-3 2-hydroxy-3-butene 
• 4091-39-8 3-chloro-2-butanone 
• 30719-18-7 3-iodo-butan-2-one 
• 78-94-4 methyl vinyl ketone 
• 97231-17-9 4,4,5,5-tetramethyl-2-<(E)-1-methyl-1-propenyloxy>-1,3,2-dioxaborolane 
• 91890-01-6 4,4,5,5-tetramethyl-2-<(Z)-1-methyl-1-propenyloxy>-1,3,2-dioxoborolane 
• 89882-20-2 (RR,SS)-3-methyl-4-dimethyl(phenyl)silyl-4-phenylbutan-2-one 
• 1056477-06-5 2-bromocyclohexanone 
• 81435-38-3 2-methyl-1-phenyl-4-trimethylsilyl-3-butyn-1-ol 

Relevant academic research and scientific papers

Tetrahedral boronates as basic catalysts in the aldol reaction

β-Hydroxyketones are versatile building blocks in organic synthesis, which can be conveniently synthesized from ketones and aldehydes by aldol reactions. Unfortunately, these reactions often suffer from dehydration of the initially formed β-hydroxyketones

Rh-catalyzed aldehyde - Aldehyde cross-aldol reaction under base-free conditions: In situ aldehyde-derived enolate formation through orthogonal activation

The chemoselective generation of aldehyde-derived enolates to realize an aldehyde - aldehyde cross-aldol reaction is described. A combined Rh/dippf system efficiently promoted the isomerization/aldol sequence by using primary allylic, homoallylic, and bishomoallylic alcohols; secondary allylic and homoallylic alcohols; and trialkoxyboranes that were derived from primary allylic and homoallylic alcohols. The reaction proceeded at ambient temperature under base-free conditions, thus giving cross-aldol products with high chemoselectivity. Mechanistic studies, as well as its application to double-aldol processes under protecting-group-free conditions, are also described. Copyright

Rhodium-catalyzed cross-aldol reaction: In situ aldehyde-enolate formation from allyloxyboranes and primary allylic alcohols

Dip in. A Rh/dippf catalyst generates aldehyde-derived enol boranes at ambient temperature by isomerization of allyloxy- and homoallyloxyboranes. A one-pot isomerization/cross-aldol sequence provides aldehyde-aldehyde adducts in good yield with syn select

Rhodium-catalyzed cross-aldol reaction: In situ aldehyde-enolate formation from allyloxyboranes and primary allylic alcohols

Dip in! A Rh/dippf catalyst generates aldehyde-derived enol boranes at ambient temperature by isomerization of allyloxy- and homoallyloxyboranes. A one-pot isomerization/cross-aldol sequence provides aldehyde-aldehyde adducts in good yield with syn select

Tandem olefin migration-aldol condensation in water with an amphiphilic resin-supported ruthenium complex

A catalytic tandem olefin migration-aldol condensation process with allylic carbinols and aryl aldehydes was performed with 0.5 mol% of an amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin supported phosphine-ruthenium complex in water as a single reaction medium under heterogeneous conditions to give the corresponding aldols with syn selectivity. Inverse stereoselectivity (anti selectivity) was observed when the reaction was carried out in the presence of KO Georg Thieme Verlag Stuttgart.

Baker's yeast reduction of β-hydroxy ketones

Reduction of β-hydroxy ketones to the corresponding 1,3-diols by baker's yeast was investigated, in order to develop methods for simultaneous control over the configurations of multiple stereogenic centres. The reactions were found to be enantiospecific a

Highly diastereo- and enantioselective direct aldol reactions of aldehydes and ketones catalyzed by siloxyproline in the presence of water

Proline-based organocatalysts have been developed for a highly enantioselective, direct aldol reaction of aldehydes and ketones in the presence of water. While several surfactant-proline combined catalysts have proved effective, proline derivatives with a hydrophobic moiety such as rraw-siloxy-L-proline and cis-siloxy-D-proline, both of which are easily prepared from the same commercially available 4-hydroxy-L-proline. have been found to be the most effective organocatalysts examined in this study, affording the aldol product with excellent diastereo- and enantioselectivities, these two catalysts generating opposite enantiomers. Water affects the selectivity, and poor results are obtained under neat reaction conditions or in dry organic solvents. More than three equivalents of water are required for the best diastereo- and enantioselectivities. while three equivalents is the recommended amount from a synthetic point of view. The reaction proceeds in the organic phase, and also proceeds in the presence of a large amount of water. The large-scale preparation of aldols with the minimal use of an organic solvent, including in the purification step. is described.

Unusual highly regioselective direct aldol additions with a moisture-resistant and highly efficient titanium catalyst

The extremely robust and water-stable tetranuclear complex Ti 4(μ-BINOLato)6(μ3-OH)4 was found to catalyze the direct aldol addition with high regioselectivities at the more steric α-encumbered side of unsymmetr

Aldol- and Mannich-type reactions via in situ olefin migration in ionic liquid.

An aldol-type and a Mannich-type reaction via the cross-coupling of aldehydes and imines with allylic alcohols catalyzed by RuCl(2)(PPh(3))(3) was developed with ionic liquid as the solvent. The solvent/catalyst system could be reused for at least five times with no loss of reactivity.

Highly diastereoselective reformatsky-type reaction promoted by tin iodide Ate complex

Chemical equation presented An ate type of tin complex, Li+[n-Bu2Snl3]-/HMPA, works as a novel type of reagent to accomplish the highly diastereoselective Reformatsky-type reaction by the halogen-metal exchange method.