73172-59-5Relevant articles and documents
Benchtop-Stabssle Hypervalent Bromine(III) Compounds: Versatile Strategy and Platform for Air- And Moisture-Stable λ3-Bromanes
Miyamoto, Kazunori,Saito, Motomichi,Tsuji, Shunsuke,Takagi, Taisei,Shiro, Motoo,Uchiyama, Masanobu,Ochiai, Masahito
supporting information, p. 9327 - 9331 (2021/07/01)
We present the first synthesis of air/moisture-stable λ3-bromanes (9and10) by using a cyclic 1,2-benzbromoxol-3-one (BBX) strategy. X-ray crystallography and NMR and IR spectroscopy ofN-triflylimino-λ3-bromane (12) revealed that the bromine(III) center is effectively stabilized by intramolecular R-Br-O hypervalent bonding. This strategy enables the synthesis of a variety of air-, moisture-, and benchtop-stable Br-hydroxy, -acetoxy, -alkynyl, -aryl, and bis[(trifluoromethyl)sulfonyl]methylide λ3-bromane derivatives.
Unprecedented direct oxygen atom transfer from hypervalent oxido-λ3-iodanes to α,β-unsaturated carbonyl compounds: Synthesis of α,β-epoxy carbonyl compounds
Ochiai, Masahito,Nakanishi, Akinobu,Suefuji, Takashi
, p. 2923 - 2926 (2007/10/03)
Tetra-n-butylammonium oxido-λ3-iodane, prepared from 1-hydroxy-1,2-benziodoxol-3(1H)-one by reaction with tetra-n-butylammonium fluoride, directly undergoes oxygen atom transfer to γ,β-unsaturated carbonyl compounds, yielding epoxides.
Baker's Yeast-mediated Transformations of α-Keto Epoxides
Meth-Cohn, Otto,Horak, R. Martinus,Fouche, Gerda
, p. 1517 - 1528 (2007/10/02)
αβ-Epoxy ketones on treatment with baker's yeast yield different types of products depending on their substitution.Small groups such as H or Me attached at the epoxy end protect that end from attack.Thus,1-acyl epoxides with H, methyl or propyl as the 2-e