1688-17-1Relevant articles and documents
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Anantaraman,Saramma
, p. 1770,1776 (1965)
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Iron catalyzed halogenation of benzylic aldehydes and ketones
Savela, Risto,W?rn?, Johan,Murzin, Dmitry Yu.,Leino, Reko
, p. 2406 - 2417 (2015/04/14)
A simple and efficient iron-catalyzed method for chlorination of aromatic carbonyl compounds is reported. By using 4-10 mol% Fe(iii) oxo acetate catalyst, prepared by solid state atmospheric oxidation of Fe(ii) acetate, in combination with triethylsilane and chlorotrimethylsilane, hydrosilylation of benzylic carbonyl compounds with subsequent chlorination is achieved within a few hours at room temperature. This new method is mild and rapid compared to the conventional two step approach involving reduction and chlorination reactions in separate stages. Development of synthetic methodology is also supplemented here by kinetic investigation of the reaction mechanism, which supports the tentative mechanisms suggested previously for similar reactions. This journal is
Dramatic Reversal of Diastereoselectivity in an N-Acyliminium Ion Cyclization Leading to Hexahydropyrroloisoquinolines. A Case of Competing Steric Interactions
Maryanoff, Bruce E.,McComsey, David F.,Almond, Harold R.,Mutter, Martin S.,Bemis, Guy W.,et al.
, p. 1341 - 1346 (2007/10/02)
The N-acyliminium ion cyclization 1 -> 2 + 3 (eq 1) with various aliphatic substituents (R = ethyl, cyclohexyl, and tert-butyl) was carried out, as an extension of our work in ref 2.The following 2:3 ratios were obtained: 39:61, 12:88, and 15:85, respecti