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Appl. Chem. Vol. 74, No. 8, pp.
Pure and Applied
Vol. 74, Issue 8
Fischer carbene complexes. A new tool for heterocyclic synthesis*
Instituto Universitario de Química Organometálica
"Enrique Moles", Universidad de Oviedo, 33071 Oviedo, Spain
Abstract: This short review covers our contribution
in the field of the application of group 6 Fischer carbene complexes
toward the synthesis of heterocyclic compounds. Alkenyl and alkynyl
carbene complexes are suitable partners in [2+2], [3+2], [4+2], and
[4+3] cycloaddition reactions. Moreover, chiral alkenyl carbene complexes
react in sequential processes involving an initial Michael addition
of a ketone lithium enolate to afford lactones with up to five consecutive
stereogenic centers. Based on this strategy, we have devised a new method
for the enantioselective synthesis of eight-membered carbocycles.
* Plenary lecture presented at the 3rd Florida Conference
on Heterocyclic Chemistry (FloHet-III), Gainesville, Florida, USA, 6-8
March 2002. Other lectures are published in this
issue, pp. 1317–1368.
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