Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-induced cyclizations

J Saadi, I Brüdgam, HU Reissig

Index: Saadi, Jakub; Bruedgam, Irene; Reissig, Hans-Ulrich Beilstein Journal of Organic Chemistry, 2010 , vol. 6, p. 1229 - 1245

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Citation Number: 11

Abstract

Abstract A series of γ-oxo esters suitably substituted with various styrene subunits was subjected to samarium diiodide-induced 8-endo-trig cyclizations. Efficacy, regioselectivity and stereoselectivity of these reactions via samarium ketyls strongly depend on the substitution pattern of the attacked alkene moiety. The stereoselectivity of the protonation of the intermediate samariumorganyl is also influenced by the structural features of the ...

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