Selective gold(I)-catalyzed formation of tetracyclic indolines: a single transition structure and bifurcations lead to multiple products |
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| Authors: | Noey Elizabeth L Wang Xiang Houk K N |
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| Institution: | Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA. |
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| Abstract: | Several alkynylindoles undergo gold(I)-catalyzed cyclization reactions to form a single isomer in each case. Density functional theory shows why this reaction is favored over the many possible regio- and stereoisomeric reaction pathways. This transformation involves a two-step no-intermediate mechanism with surface bifurcations leading to two or three products. Such bifurcations could explain reactivity in many gold(I)-catalyzed enyne cyclization reactions. |
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