European journal of organic chemistry

Efficient Synthesis of Medium??Sized Rings Incorporating Indole or Pyrrole Units by Samarium Diiodide Induced Cyclizations

V Blot, HU Reißig

Index: Blot, Virginie; Reissig, Hans-Ulrich European Journal of Organic Chemistry, 2006 , # 22 p. 4989 - 4992

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Citation Number: 11

Abstract

Abstract Samarium diiodide promoted the intramolecular reductive couplings of N-alkylated indole and pyrrole derivatives 9–12 and 14 to afford products 15–19 that incorporate seven- and eight-membered rings. They were obtained in good yields and generally with excellent diastereoselectivities. Up to four contiguous stereogenic centres are controlled in this transformation, which is explained by a highly ordered transition structure with the ...