Open sesame: An iron‐catalyzed cyclopropene carbometalation ring‐opening sequence using trialkylaluminum reagents is described. The reactions proceed with high levels of regio‐ and stereocontrol to provide a range of multisubstituted alkenes, including trisubstituted vinylsilanes, trisubstituted vinylstannanes, and all‐carbon tetrasubstituted alkenes.

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Alkenes P 0023Stereoselective Synthesis of Tri-and Tetrasubstituted Alkenes by Iron-Catalyzed Carbometalation Ring-Opening Reactions of Cyclopropenes. -Fe-catalyzed treatment of cyclopropenes bearing two electron-withdrawing groups at C-3 with trialkylaluminum reagents provides a new and efficient approach to tri-and tetrasubstituted alkenes. It proceeds with high levels of regio-and stereoselectivity. The products can smoothly be converted into several derivatives such as (V) without affecting the alkene moiety. -(WANG, Y.; FORDYCE, E. A. F.; CHEN, F. Y.; LAM*, H. W.; Angew. Chem., Int. Ed. 47 (2008) 38, 7350-7353; Sch. Chem., Univ. Edinburgh, Edinburgh EH9 3JJ, UK; Eng.) -Jannicke 02-054