25558-12-7

Upstream product

• 57402-97-8 N-<(trimethylsilyl)methyl>benzaldimine 
• 100-52-7 benzaldehyde 
• 7568-93-6 2-Amino-1-phenylethanol 

Downstream Products

• 102488-29-9 [1-Phenyl-meth-(E)-ylidene]-(2-phenyl-2-trimethylsilanyloxy-ethyl)-amine 
• 22020-69-5 oxytriphine 
• 102488-25-5 cis-3-phenoxy-4-phenyl-1-(2'-phenyl-2'-tert-butyldimethylsiloxyethyl)azetidin-2-one 
• 97934-56-0 cis-3-phenoxy-4-phenyl-1-(2'-phenyl-2'-hydroxyethyl)azetidin-2-one 
• 102488-27-7 cis-3-phenoxy-4-phenyl-1-(2'-phenyl-2'-oxoethyl)azetidin-2-one 
• 102488-30-2 N-(2'-phenyl-2'-tert-butyldimethylsiloxyethyl)-2-phenylimine 
• 7568-93-6 2-Amino-1-phenylethanol 
• 51096-49-2 2-benzylamino-1-phenyl-ethanol 

Relevant academic research and scientific papers

Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles

[Figure not available: see fulltext.] A convenient synthesis of 2- and/or 3-oxazolines has been developed depending on the structure and stereochemistry of the starting amino alcohol. PhI(OAc)2 acted as oxidant on the intermediate imine, as sup

Stereoselective synthesis of β-lactams by condensation of titanium enolates of 2-pyridyl thioesters with imines bearing a chiral auxiliary

Several amines have been tested as chiral auxiliaries in the stereoselective synthesis of β-lactams by condensation of the titanium enolates of 2-pyridyl thioesters with chiral imines. The amines were selected among the following classes of compounds: ben

Synthetic Versatility of N(Silylmethyl)imines: Water-Induced Generation of N-Protonated Azomethine Ylides of Nonstabilized Type and Fluoride-Induced Generation of 2-Azallyl Anions

N-(Silylmethyl)imines generate N-protonated azomethine ylides of nonstabilized type when treated with water in HMPA, which undergo stereospecific and regioselective cycloadditions with electron-poor olefins affording N-unsubstituted pyrrolidines.On the other hand, fluoride-induced desilylation of the imines leads to 2-azallyl anions which are found to be synthetic equivalents of aminomethyl anion in the Michael additions with electron-poor olefins and nucleophilic additions with carbonyl compounds.

SYNTHETIC APPLICATIONS OF CHROMIUM(VI) REAGENTS IN COMBINATION WITH CHLOROTRIMETHYLSILANE

The synthetic utility of chromium(VI) reagents together with chlorotrimethylsilane, as new oxidizing systems, is described.Pyridinium dichromate (PDC) in combination with chlorotrimethylsilane oxidizes tert-butyldimethylsilyl ethers in good to excellent yields.Trimethylsilyl chlorochromate, a new chromium(VI) reagent, also was found efficient for this oxidative-deprotection method.These reagents were applied to the oxidation of some N-(2-phenyl-2-hydroxyethyl)azetidin-2-ones as well as N-(2-phenyl-2-trialkylsiloxy)azetidin-2-ones into their corresponding carbonyl compounds, key intermediates for N-unsubstituted β-lactams.Oxidation of hydroquinones and protected trialkylsilyl hydroquinones was also described.Protection of hydroquinones by means of the tert-butyldimethylsilyl group was achieved by using the readily available tert-butyldimethylchlorosilane (TBDMCS) and 1,8-diazabicycloundec-7-ene (DBU) as base, which avoids the use of sophisticated and (or) sensitive reagents.