Organocatalytic Domino Reaction of Cyanosulfones: Access to Complex Cyclohexane Systems with Quaternary Carbon Centers

详细信息    查看全文

• 作者：Sundaram Rajkumar ; Kenneth Shankland ; Jonathan M. Goodman ; Alexander J. A. Cobb
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：March 15, 2013
• 年：2013
• 卷：15
• 期：6
• 页码：1386-1389
• 全文大小：285K
• 年卷期：v.15,no.6(March 15, 2013)
• ISSN：1523-7052

文摘

When 蔚-nitro-伪,尾-unsaturated esters are added to conjugated cyanosulfones in the presence of a bifunctional thiourea catalyst, a highly stereoselective domino reaction occurs to generate complex cyclohexanes with up to four stereogenic centers, one of which is quaternary in nature. Therefore, it is demonstrated that, like nitro compounds, sulfones can undergo an asymmetric intramolecular conjugate addition to 伪,尾-unsaturated esters in the presence of a bifunctional organocatalyst.