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Synlett 1995; 1995(10): 1011-1013
DOI: 10.1055/s-1995-5160
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Organic Syntheses via Transition Metal Complexes, 821: Highly Selective Cyclopentadiene Annulation to Enamines via a [3+2] Cycloaddition of Alkynylcarbene Chromium and Tungsten Complexes

Adam G. Meyer, Rudolf Aumann*
  • *Organisch-Chemisches Institut der Universität Münster, Orléans-Ring 23, D-48149 Münster, Germany
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Publication Date:
31 December 2000 (online)

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Alkynylcarbene complexes, (CO)5M=C(OEt)-C≡CPh 4 (M = Cr, W), react with cyclic enamines, ~CH=C(NR2)~ 7, 9, 11 and 13 (NR2 = NMe2, pyrrolidine), to afford cyclopentadiene annulation products 8, 10, 12 and 14 by an overall [3+2] cycloaddition.

Cyclopentadienes, annulation by [3+2] cycloaddition - Alkynylcarbene complexes - C3 Building blocks - Enamines - Carbene complexes, of chromium and tungsten - 1-Metalla-1,3,5-hexatrienes - Steroid synthesis

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