Lithium butylchalcogenolate induced Michael-aldol tandem sequence: easy and rapid access to highly functionalized organochalcogenides and unsaturated compounds |
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Authors: | Artur F Keppler |
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Institution: | Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, 05508-900 São Paulo, SP, Brazil |
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Abstract: | Lithium nbutylchalcogenolates are generated in situ by reacting the elements (S, Se, and Te) with nbutyllithium at 0 °C. Reaction of the lithium alkylchalcogenolates with activated alkenes and aldehydes gives the corresponding aldol adducts. The selenium-containing products give Morita-Baylis-Hillman adducts after the oxidation/elimination of the selenoxide. The whole sequence can be performed in a one-pot procedure. |
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