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Synthesis 1996; 1996(4): 446-448
DOI: 10.1055/s-1996-4239
short paper
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Synthesis of Macrocyclic Enediynes by Twofold C-Alkylation

Burkhard König* , Wolfgang Pitsch, Ina Dix, Peter G. Jones
  • *Institut für Organische Chemie der Technischen Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany, Fax +49(531)3915388
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Publikationsdatum:
31. Dezember 2000 (online)

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The alkylation of malonate derivatives with the new bis-electrophile 4 gave 18-membered macrocyclic enediynes 6a-c by a 2:2 alkylation process. The thermal stability of the bis(enediyne) 6a was investigated by differential scanning calorimetry. X-ray structure analyses revealed chair and twisted conformations of the macrocycles 6b and 6c in the crystal.

The reaction of an enediyne biselectrophile and malonates yields macrocyclic bisenediynes