25558-12-7Relevant articles and documents
Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles
Carlucci, Claudia,Tota, Arianna,Colella, Marco,Ronamazzi, Giuseppe,Clarkson, Guy J.,Luisi, Renzo,Degennaro, Leonardo
, p. 428 - 436 (2018/06/11)
[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
SYNTHETIC APPLICATIONS OF CHROMIUM(VI) REAGENTS IN COMBINATION WITH CHLOROTRIMETHYLSILANE
Cossio, Fernando P.,Aizpurua, Jesus M.,Palomo, Claudio
, p. 225 - 231 (2007/10/02)
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.