(Matrix Presented) On treatment with samarium(II) iodide, γ,δ-unsaturated ketones undergo very different processes depending upon the nature of the reaction conditions. Employing samarium(II) iodide and MeOH, functionalized syn-cyclopentanol products are obtained stereoselectively. Mechanistic studies suggest that this cyclization occurs via a sequential reduction/intramolecular aldol reaction. With samarium(II) iodide and HMPA, products of a 4-exo-trig cyclization and of an interesting fragmentation reaction are observed.
|Number of pages||2|
|Publication status||Published - 11 Jul 2002|
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CCDC 184372: Experimental Crystal Structure Determination
Hutton, T. K. (Contributor), Muir, K. W. (Contributor) & Procter, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2002
DOI: 10.5517/cc65vhp, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc65vhp&sid=DataCite