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Samarium (II) iodide. Samarium (II) iodide is an inorganic compound with the formula SmI 2. When employed as a solution for organic synthesis, it is known as Kagan 's reagent. SmI 2 is a green solid and forms a dark blue solution in THF. [1] It is a strong one-electron reducing agent that is used in organic synthesis.
Samarium (II) iodide is effective for the reduction of a wide array of functional groups; however, other reducing agents are more useful in certain contexts. SmI 2 causes reductive dimerization of allylic or benzylic halides, and chiral halides undergo non-stereospecific reduction. [5] On the other hand, its functional group compatibility is ...
The Evans–Tishchenko reaction is the diastereoselective reduction of β-hydroxy ketones to the corresponding 1,3- anti diol mono esters. The reaction employs a Lewis acid, often samarium iodide, and an aldehyde. It was first described in 1990 by David A. Evans and Amir Hoveyda, as a development of the well-known Tishchenko reaction discovered ...
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The Julia olefination (also known as the Julia–Lythgoe olefination) is the chemical reaction used in organic chemistry of phenyl sulfones (1) with aldehydes (or ketones) to give alkenes (olefins) (3) after alcohol functionalization and reductive elimination using sodium amalgam [1] [2] or SmI 2. [3] The reaction is named after the French ...
Barbier reaction. The Barbier reaction is an organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. The reaction can be performed using magnesium, aluminium, zinc, indium, tin, samarium, barium or their salts. The reaction product is a primary, secondary or tertiary alcohol.