Selenocyclisations of homoallylic sulfonamides: stereoselective methods for the elaboration of substituted pyrrolidines, pyrrolines and derivatives
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- 作者：Andrew D. Jones ; Adele L. Redfern ; David W. Knight ; Ian R. Morgan and Andrew C. Williams
- 刊名：Tetrahedron
- 出版年：2006
- 出版时间：25 September 2006
- 年：2006
- 卷：62
- 期：39
- 页码：9247-9257
- 全文大小：544 K
文摘
Selenocyclisations of the homoallylic sulfonamides [e.g., 26, 28 and 30] using phenylselanyl halides lead exclusively to β-selanyl-pyrrolidines [e.g., 27, 29 and 31] by an overall 5-endo-trig pathway, but with considerable variations in the stereochemical outcome, depending upon the substituents and the precise conditions used. Subsequent oxidative eliminations lead smoothly to the corresponding 3-pyrrolines and thence to poly-hydroxylated pyrrolidines.