Abstract
Aryl or vinyl carbene ligands undergo annulation reactions with alkynes in the coordination sphere of chromium(0). The high selectivity of these reactions is exploited in organic and natural product synthesis. The type of products obtained can be controlled by the substitution pattern of the carbene ligand: Amino(aryl)carbene complexes are transformed into indanone-Cr(CO)3 complexes with high regio- and diasteroselectivity. Alkoxy(aryl)carbene ligands are incorporated into Cr(CO)3 coordinated hydroquinones as is demonstrated by two independent routes to rings B and C of the daunomycinone skeleton. The carbene annulation by phosphaalkynes leads to novel hydroquinoid and five-membered phosphorous heterocycles.
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Dötz, K.H. (1989). Carbene Complexes in Selective Organic Synthesis: Novel Applications of Carbene Annulation Reactions. In: Schubert, U. (eds) Advances in Metal Carbene Chemistry. NATO ASI Series, vol 269. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-2317-1_25
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DOI: https://doi.org/10.1007/978-94-009-2317-1_25
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