124306-43-0Relevant academic research and scientific papers
Radical addition to (2,3-epoxy-4-pentenyloxy)trialkylsilanes yielding α,β-unsaturated aldehydes via carbon-carbon bond cleavage
Tanaka, Shinobu,Nakamura, Tomoaki,Yorimitsu, Hideki,Oshima, Koichiro
, p. 569 - 572 (2002)
Treatment of (2,3-epoxy-4-pentenyloxy)trialkylsilane with radical precursors such as triphenylgermane and α-halo carbonyl compounds in the presence of Et3B yields α,β-unsaturated aldehydes. The reaction involves β-scission of a secondary alkoxy radical that releases a siloxymethyl radical.
Catalyst-free imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement
Jiang, Yubo,Mo, Fanyang,Qiu, Di,Kuang, Chunxiang,Zhang, Yan,Wang, Jianbo
, p. 2029 - 2035 (2012/11/07)
A facile synthesis of various allyl sulfonamides based on imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement has been achieved without metal catalysts. The reaction completes smoothly within 10 min, providing excellent yields in environment friendly solvent of alcohol. Functional groups such as bromine, hydroxyl, protected amido and aldehyde are tolerant under this condition.
A Versatile and Highly Selective Hypervalent Iodine (III)/ 2,2,6,6-Tetraniethyl-1-piperidinyloxyl-Mediated Oxidation of Alcohols to Carbonyl Compounds
De Mico, Antonella,Margarita, Roberto,Parlanti, Luca,Vescovi, Andrea,Piancatelli, Giovanni
, p. 6974 - 6977 (2007/10/03)
Catalytic amounts of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) are used in combination with [bis(acetoxy)iodo]benzene (BAIB) as a stoichiometric oxidant in the conversion of primary and secondary alcohols to carbonyl compounds. This procedure works efficiently at room temperature in almost all common solvents and neat in some cases. This process exhibits a very high degree of selectivity for the oxidation of primary alcohols to aldehydes, without any noticeable overoxidation to carboxyl compounds, and a high chemoselectivity in the presence of either secondary alcohols or of other oxidizable moieties. This procedure allows an easy, convenient, high-yielding method for the oxidation of alcohols starting from commercially available compounds.
Homolytic 1,5-Transfer of Organosilicon Groups from an Enoxy Oxygen to an Alkoxy Oxygen
Kim, Sunggak,Do, Jung Yun,Lim, Kwang Min
, p. 2517 - 2518 (2007/10/02)
The homolytic 1,5-transfer of both trimethylsilyl (TMS) and tert-butyldimethylsilyl (TBS) groups from an enoxy oxygen to an alkoxy oxygen has been observed for the first time.
