57548-41-1

Upstream product

• 146860-48-2 1-Phenyl-3-trimethylsilanyloxy-hexan-1-one 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 123-72-8 butyraldehyde 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 2243-35-8 2-acetoxyacetophenone 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 71-36-3 butan-1-ol 
• 1817-51-2 1-phenyl-1-hexyn-3-ol 
• 536-74-3 phenylacetylene 

Downstream Products

• 42925-43-9 1-phenyl-2-hexen-1-one 
• 93643-53-9 (R)-3-hydroxy-1-phenylhexan-1-one 
• 118888-20-3 (S)-3-hydroxy-1-phenylhexan-1-one 
• 42925-43-9 (E)-1-phenylhex-2-en-1-one 
• 82959-16-8 ((2S,4S,5R,6S)-2,4-Diphenyl-6-propyl-[1,3]dioxan-5-yl)-phenyl-methanone 
• 82978-52-7 ((2R,4R,5R,6R)-2,4-Diphenyl-6-propyl-[1,3]dioxan-5-yl)-phenyl-methanone 

Relevant academic research and scientific papers

Enantioselective Conjugate Azidation of α,β-Unsaturated Ketones under Bifunctional Organocatalysis by Direct Activation of TMSN3

An enantioselective organocatalytic conjugate azidation of α,β-unsaturated ketones is presented. A bifunctional organocatalyst activates TMSN3, triggering the nucleophilic addition of the azido group to enones in absence of external promoters and avoiding the direct use or the pre-formation of highly toxic and explosive hydrazoic acid. This protocol proceeds with excellent enantiocontrol under mild conditions. DFT calculations and mechanistic trials have been performed in order to demonstrate the direct activation performed by the bifunctional organocatalyst. (Figure presented.).

Metal-Free tert -Butyl Hydrogenperoxide (TBHP) Mediated Radical Alkylation of Enol Acetates with Alcohols: A New Route to β-Hydroxy Ketones

A metal-free TBHP-mediated radical alkylation of enol acetates with alcohols is described. This method provides a new route to a variety of β-hydroxy-ketones in moderate to good yields.

Intercepting the Gold-Catalysed Meyer-Schuster Rearrangement by Controlled Protodemetallation: A Regioselective Hydration of Propargylic Alcohols

The regioselective gold-catalysed hydration of propargylic alcohols to β-hydroxy ketones can be achieved by diverting the gold-catalysed Meyer-Schuster rearrangement through the addition of a protic additive with a pKa of 7-9 such as p-nitrophe

Synthesis and structures of air-stable binuclear hafnocene perfluorobutanesulfonate and perfluorobenzenesulfonate and their catalytic application in C-C bond-forming reactions

The two air-stable m2-hydroxy-bridged binuclear hafnocene perfluorobutanesulfonate and perfluorobenzenesulfonate complexes were successfully synthesized. The high catalytic activity and recyclability of these complexes were exemplified for various carbon-carbon bond formation reactions. Compared with our previously reported hafnocene perfluorooctanesulfonate, these complexes show stronger Lewis acidity and better catalytic activity, and should find broad applications in organic synthesis.

Deprotection of 1,3-oxathiolanes to ketones promoted by base

A variety of 1,3-oxathiolanes can be easily converted to the corresponding ketones in good yields with LTMP in THF. This deprotection methodology shows satisfactory chemoselectivity when other protecting groups, such as dimethylketal, 1,3-dioxolane, 1,3-dithiane, and other acid-sensitive groups, are present within the same substrates.

Nucleophilic fluoroalkylation of α,β-enones, arynes, and activated alkynes with fluorinated sulfones: Probing the hard/soft nature of fluorinated carbanions

(Chemical Equation Presented) We have successfully accomplished the nucleophilic fluoroalkylation of α,β-enones, arynes, and activated alkynes with fluorinated sulfones. It was found that for acylic α,β-enones, although the reaction medium and the structure of the enones can all influence the regioselectivity of the nucleophilic alkylation reactions, the hard/soft nature of the carbanions played a major role. By using the 1,4- and 1,2-addition product ratio as a probe to determine the hard/soft nature of the above-mentioned four halogenated carbanions, the order of the softness of these carbanions can be given as follows: [(PhSO2) 2CF-] (20) ≈ PhSO2CCl2 - (32) > PhSO2CHF- (31) > PhSO 2CF2- (30). In the case of fluoroalkylation of aryne (35 as the precursor) and α,β-acetylenic ketones 46 with fluorobis(phenylsulfonyl)methane (21), fluorobis(phenylsulfonyl)methylated arenes 36 and β-fluorobis(phenylsulfonyl)methylated α,β-enones 47 were obtained as the corresponding products in good yields. During the reaction between 2-fluoro-2-(phenylsulfonyl)acetophenone (34) and arynes or activated alkynes 46, an intramolecular tandem reaction process leads to the formation of acyl-fluoroalkylated arenes 43 or α-acyl-β- fluoroalkylated α,β-enones 48. It turned out that the softness of a fluorine-bearing carbanion (such as 20 or 33 derived from 21 or 34) plays a crucial role for the success of the nucleophilic fluoroalkylation reactions with arynes and some activated alkynes (α,β-acetylenic ketones).

Selective reduction of α,β-epoxyketones to β-hydroxyketones using silyllithium reagents

2,3-Epoxy-1-phenyl-1-propanone was reduced to 3-hydroxy-1-phenyl-1-propanone using dimethylphenyl-, methyldiphenyl- or triphenylsilyllithium in THF at -40 °C. The methyldiphenylsilyllithium reagent was superior, providing the product in 70% yield. The rea

Bismuth triflate catalyzed Mukaiyama aldol reaction in an ionic liquid

We have developed an efficient, bismuth triflate catalyzed Mukaiyama aldol reaction. The reaction proceeds rapidly and affords the corresponding β-hydroxy carbonyl compound in moderate to very good yields (up to 92%). Wiley-VCH Verlag GmbH & Co. KGaA, 200

Reductive intramolecular cyclization of α-bromo silyl ethers mediated by samarium diiodide

A new SmI2-promoted intramolecular reductive cyclization of β-(α-bromo siloxy) carbonyl compounds is reported.