927832-25-5Relevant academic research and scientific papers
Ligand-dependent mechanistic dichotomy in iron-catalyzed allylic substitutions: σ-allyl versus π-allyl mechanism
Plietker, Bernd,Dieskau, Andre,Moews, Katrin,Jatsch, Anja
, p. 198 - 201 (2008/09/20)
(Chemical Equation Presented) Iron at the crossroads: A remarkable mechanistic dichotomy in iron-catalyzed allylic substition increases not only the scope of regioselective allylic alkylation but could also herald the development of asymmetric allylic substitution (see Scheme, MTBE = methyl tert-butyl ether). Depending on the ligand used, either a σ-or a π-allyl mechanism is observed.
Iron-catalyzed allylic alkylation
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Page/Page column 3; Sheet 3, (2008/06/13)
A method for performing an iron-catalyzed allylic alkylation includes the preparation of a reaction mixture obtainable from (i) an allylic substrate with the structural element C═C—C—X, wherein X comprises a leaving group that represents a carbonate, (ii) an active Fe(-II) catalyst complex, (iii) at least one ligand, (iv) at least one solvent, and (v) a nucleophile or pronucleophile.
A highly regioselective salt-free iron-catalyzed allylic alkylation
Plietker, Bernd
, p. 1469 - 1473 (2007/10/03)
(Chemical Equation Presented) Ironing out the kinks: A highly regioselective allylic alkylation can be performed in the presence of catalytic amounts of an iron(-II) complex and triphenylphosphane (see scheme; EWG = electron-withdrawing group). Allyl carbonates and pronucleophiles are coupled in high yields with a high regioselectivity comparable only with that obtained with Rh catalysts. The reaction is broadly applicable and does not require external base.
Cyclization of γ,δ-Epoxy-α-cyanosulphones. A Simple, Diastereoselective Route to Cyclopropane Carboxylic Acids.
Benedetti, Fabio,Berti, Federico,Risaliti, Amerigo
, p. 6443 - 6446 (2007/10/02)
cyclisation of α-cyano-α-sulphonyl-γ,δ-epoxy carbanions proceeds with high yields and complete diastereoselectivity, to yield cyclopropanolactones, useful intermediates in the synthesis of cis-substituted cyclopropane carboxylic acids.
