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Chem Commun (Camb). 2013 Jan 25;49(7):725-7. doi: 10.1039/c2cc37678d.

Highly regioselective opening of zirconacyclopentadienes by remote coordination: concise synthesis of the furan core of the leupyrrins.

Chemical communications (Cambridge, England)

Thomas Debnar, Sandra Dreisigacker, Dirk Menche

Affiliations

  1. University of Heidelberg, Department of Organic Chemistry, INF 270, D-69120 Heidelberg, Germany, EU.

PMID: 23230573 DOI: 10.1039/c2cc37678d

Abstract

An efficient protocol for the highly regioselective opening of aliphatic zirconacyclopentadienes is reported. The one-pot process involves a zirconocene-mediated cyclization of 1,6-diynes and highly selective cleavage of the metallacycles with NBS and enables a concise synthesis of the tetrahydrofuran-core of the leupyrrins.

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