A New Co2(CO)8-Mediated Tandem [5 + 1]/[2 + 2 + 1]-Cycloaddition Reaction:  A One-Pot Synthesis of Tricyclic δ-Lactones from cis-Epoxy Ene-ynes

A New Co2(CO)8-Mediated Tandem [5 + 1]/[2 + 2 + 1]-Cycloaddition Reaction:  A One-Pot Synthesis of Tricyclic δ-Lactones from cis-Epoxy Ene-ynes

In the presence of Co2(CO)8 and CO, cis-epoxyalkynes bearing a tether olefin undergo a tandem [5 + 1]/[2 + 2 + 1]-cycloaddition to give tricyclic δ-lactones efficiently in a one-pot operation. The reaction mechanism is proposed to involve a cobalt-coordinated cyclic allene species.

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Veröffentlicht in:Journal of the American Chemical Society 2003-08, Vol.125 (32), p.9610-9611
Hauptverfasser: Odedra, Arjan, Wu, Chang-Jung, Madhushaw, Reniguntala J, Wang, Su-Lein, Liu, Rai-Shung
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Organic chemistry
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Zusammenfassung:In the presence of Co2(CO)8 and CO, cis-epoxyalkynes bearing a tether olefin undergo a tandem [5 + 1]/[2 + 2 + 1]-cycloaddition to give tricyclic δ-lactones efficiently in a one-pot operation. The reaction mechanism is proposed to involve a cobalt-coordinated cyclic allene species.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0346633