Lithium butylchalcogenolate induced Michael-aldol tandem sequence: easy and rapid access to highly functionalized organochalcogenides and unsaturated compounds
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- 作者：Artur F. Keppler ; Rogé ; rio A. Gariani ; Danilo G. Lopes ; Joã ; o V. Comasseto
- 刊名：Tetrahedron Letters
- 出版年：2009
- 出版时间：13 May 2009
- 年：2009
- 卷：50
- 期：19
- 页码：2181-2184
- 全文大小：2023 K
文摘
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.