140428-44-0Relevant articles and documents
A mild and efficient procedure for the oxidation of epoxides and aziridines using cerium(IV) ammonium nitrate and NBS
Surendra,Srilakshmi Krishnaveni,Rama Rao
, p. 4111 - 4113 (2005)
The CAN and NBS combination has been used for the first time for the synthesis of versatile α-hydroxy ketones and α-amino ketones from oxiranes/aziridines, respectively, in excellent yields. This method is a direct, one-pot, synthesis under mild conditions using acetonitrile-water (9:1) as solvent.
A Facile and Highly Regioselective Conversion of Epoxides to Bromohydrins Using Tetrabutylammonium Bromide and Magnesium Nitrate
Suh, Young-Ger,Koo, Bon-Am,Ko, Jung-Ae,Cho, Youn-Sang
, p. 1907 - 1910 (1993)
Reaction of epoxides with nBu4NBr in the presence of Mg(NO3)2 as a catalyst affords vicinal bromohydrins in excellent yields via regioselective ring opening of the unsymmetrical epoxides.
Visible-light-triggered Catalytic Halohydrin Synthesis from Epoxides and Trichloroacetonitrile by Copper and Iron Salts
Toda, Yasunori,Tanaka, Katsumi,Matsuda, Riki,Suga, Hiroyuki
supporting information, p. 1469 - 1471 (2019/12/02)
Preparation of vicinal halohydrins, in which copper or iron chlorides catalyze the ring-opening reaction of epoxides with visible light effectively, is described. The use of trichloroacetonitrile as a halogen source enables catalytic HCl generation under the mild conditions. This method can also be applied to the aziridine ring-opening reaction.
Highly enantioselective CALB-catalyzed kinetic resolution of building blocks for β-blocker atenolol
Lund, Ingvild T.,B?ckmann, P?l L.,Jacobsen, Elisabeth E.
, p. 7288 - 7292 (2016/10/26)
Both enantiomers of 4-(3-chloro-2-hydroxypropoxy)phenyl)acetamide has been synthesized in 98.5–99% enantiomeric excess by use of lipase B from Candida antarctica as catalyst. The R-alcohol is a building block for the cardioselective β-blocker (S)-atenolol ((S)-2-(4-(2-hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide. Performing kinetic resolutions of 3-chloro-1-phenoxy-2-propanol and 3-bromo-1-phenoxy-2-propanol with vinyl butanoate as acyl donor and the same CALB enzyme, but a different preparation, showed higher E-values than previously reported.