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Jacobsen's catalysts R = Alkyl, O-alkyl, O-trialkyl Best Jacobsen catalyst: R = t Bu Katsuki's catalysts R 1 = Aryl, substituted aryl R 2 = Aryl, Alkyl. The Jacobsen epoxidation, sometimes also referred to as Jacobsen-Katsuki epoxidation is a chemical reaction which allows enantioselective epoxidation of unfunctionalized alkyl- and aryl- substituted alkenes.
Jacobsen's catalyst is the common name for N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride, a coordination compound of manganese and a salen-type ligand. It is used as an asymmetric catalyst in the Jacobsen epoxidation , which is renowned for its ability to enantioselectively transform prochiral alkenes ...
In 1997, Jacobsen's group published a methodology which improved upon their earlier work, allowing for the use of water as the nucleophile in the epoxide opening. Utilizing a nearly identical catalyst, ee's in excess of 98% for both the recovered starting material epoxide and 1,2-diol product were observed.
Oxidation of epoxy alcohols generated via Sharpless epoxidation is a third method for the enantioselective synthesis of chiral α,β-epoxy carbonyl compounds. [30] Swern and Parikh-Doering conditions are most commonly applied to accomplish these oxidations. (14)
A compound containing the epoxide functional group can be called an epoxy, epoxide, oxirane, and ethoxyline. Simple epoxides are often referred to as oxides. Thus, the epoxide of ethylene (C 2 H 4) is ethylene oxide (C 2 H 4 O). Many compounds have trivial names; for instance, ethylene oxide is called "oxirane".
U.S. Democratic lawmakers Friday sent letters to two federal agencies asking them to explain why they froze federal funds on clean energy and investments that lower energy costs for American ...