139518-32-4Relevant academic research and scientific papers
Borinic Acid-Catalyzed Regioselective Ring-Opening of 3,4- and 2,3-Epoxy Alcohols with Halides
Wang, Grace,Taylor, Mark S.
, p. 398 - 403 (2020)
Methods for the regioselective ring-opening of 3,4-epoxy alcohols and 2,3-epoxy alcohols with halide nucleophiles, using a diarylborinic acid catalyst, are disclosed. Ring-opening occurs at the position proximal to the OH group, an effect ascribed to a catalytic tethering mechanism whereby coordination to the substrate OH group positions the diarylborinic acid to deliver a coordinated halide nucleophile. These methods provide access to halohydrin substitution patterns that were not previously accessible through catalytic epoxide ring-opening reactions. (Figure presented.).
Vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols
Zhang, Wei,Yamamoto, Hisashi
, p. 286 - 287 (2008/04/18)
New chiral bishydroxamic acids were synthesized and tested as chiral ligands in the vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols to provide good yields and high enantioselectivities. Copyright
Catalytic asymmetric epoxidation
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Page/Page column 19, (2010/02/12)
The present invention relates to the synthesis of chiral epoxides via a catalytic asymmetric oxidation of olefins. Additionally, the methodology provides a method of asymmetrically oxidizing sulfides and phosphines. This asymmetric oxidation employs a catalyst system composed of a metal and a chiral bishydroxamic acid ligand, which, in the presence of a stoichiometric oxidation reagent, serves to asymmetrically oxidize a variety of substrates.
